Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis : Novel ...

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SILYLATION OF NITRO COMPOUNDS AS A PROCESS 713 These methods involve the modiÞcation of the C-4 atom in (539) by its alkylation products (547) andN -acylation of (539) in the presence of bases, which is accompanied by the double-bond transfer in heterocyclic system (products (548)). On heating, dihydrooxazines (548) undergo the known [4 + 2]-cycloreversion to give the previously unknown conjugated en-imines CH2=C(CO2Me)CH=N–E as intermediates. The latter can be trapped in a Diels–Alder reaction at the terminal or internal electron-rich double bond. Enamines (549), which are generated by [4 + 2]-cycloaddition of the above mentioned en-imine with oleÞns > = –G are shown in Scheme 3.273. Additional data on the use of oxazine (539) and products of its modiÞcations in syntheses of compounds having potential biological activity and their precursors are presented in Scheme 3.274 (541). Catalytic hydrogenation of the imino and oximino fragments is primarily used for this purpose. This approach made it possible to prepare a representative series of nitrogen-containing heterocycles and of other previously unknown compounds. 9 EtO 92% CO 2Me Br CO2Me O N 550 H2 Ra-Ni/ MeOH/ Boc2O NBS N H CO2Me H2, Pd /C, MeOH CO 2Me 47% 1. LiHMDS 2. R-I 3. H2, Ra-Ni/ MeOH/ Boc2O O N N N 57% EtO 65%–68 % Boc Boc 539 1.BSA/ Et3N 553 1. CH 2=CH(CH 2) nCOCl / Na 2CO 3 2. Δ ( )n N n = 1,2 O 52% – 80% 556 CO2Me N 1. BSA/ Et 3N 2. CH 2=CHOBu-n, Δ 3. H 2, Ra-Ni, MeOH/ Boc 2O Boc 551 RCOCl / Base CO2Me 44% 555 Scheme 3.274 2. EtO 3. MeOH CO2Me O N 552 O N O , Δ 554 N H R 85%–99 % R CO 2Me CO2Me 25%
714 NITRONATES Thus, the synthesis of dihydrooxazine (539), the double-bond transfer in this derivative, and the subsequent controlled fragmentation of N-acylated dihydrooxazines is a interesting new strategy for preparing direct precursors of biologically active products. The application of this approach to a series of 5,6-dihydro-4H - oxazines containing a functionalized substituent at the C-3 atom (see Section 3.5.4.3.3.) (473) opens up additional possibilities (544) (Scheme 3.275). In this context, a very efÞcient procedure was developed for N -acylation of dihydrooxazines (557) in the absence of bases. The C,C double bond in the resulting products can be chemo- and stereoselectively reduced (544) (see the transformation (558a→559), Scheme 3.275). However, the [4 + 2]-cycloreversion of derivatives (558) is of most interest. This process enables the detection of the resulting enimino intermediates in the absence of trapping agents. In particular, heating of bromides (558a–c) in toluene affords 2-acylamino-1-bromodienes (560a–c) in good yield. These products are apparently generated through isomerization of the starting enimines A. Treatment of bromide (558b) with zinc in THF is also apparently accompanied by the fragmentation of the intermediate B to form N -acylaminodiene (561b) (544). Upto this time, dienes analogous to products (560) and (561) have not been described in the literature. R 2 R 3 R 1 R 4 R 1 R 2 R 1 O N FG O N FG R4 R3 AcBr, Ac2O 557 CH2Cl2, 2 h FG - Br, CO2Me, CH(CO2Me)2, N3, etc. Ac 558 75% – 95% Br HN Ac 560a–c 72% – 78% An HN 561b 60% H 2O Ac R 1 An Br N O Ac A O N B ZnBr O Δ Toluene Zn/THF Scheme 3.275 R 1 O N Br Ac 558a–c H 2, Ni Ra Ph R1 = Ph (a), An(b), p-ClC6H4(c) An = p-MeO C6H4 O N Br Ac 559
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NITRILE OXIDES, NITRONES, AND NITRO
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NITRILE OXIDES, NITRONES, AND NITRO
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CONTENTS Series Foreword vii List o
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LIST OF ABBREVIATIONS AIBN 2,2’-a
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LIST OF ABBREVIATIONS xi RC radical
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2 NITRILE OXIDES + − − + + −
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4 NITRILE OXIDES NaOHa1 R-CH=NOH Na
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6 NITRILE OXIDES ammonium nitrate (
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8 NITRILE OXIDES R O N N R′ N NO
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10 NITRILE OXIDES HON C(NO 2) Me Me
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12 NITRILE OXIDES which rapidly eli
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14 NITRILE OXIDES Dimethyl furoxan-
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16 NITRILE OXIDES R2P(O)C=NOH N(CH2
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18 NITRILE OXIDES obtained by the s
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20 NITRILE OXIDES (136, 137), appli
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22 NITRILE OXIDES RCNO + R′CH=CH2
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24 NITRILE OXIDES aldehydes are bei
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26 NITRILE OXIDES R Cr(CO)3 Ar = 3,
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28 NITRILE OXIDES bonding effect. T
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30 NITRILE OXIDES Selective nitrile
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32 NITRILE OXIDES H H H RCNO + R =
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34 NITRILE OXIDES O O O Br ArCNO Ar
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36 NITRILE OXIDES the bridgehead po
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38 NITRILE OXIDES O O OR′ H H 94
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40 NITRILE OXIDES H O N H O O R 101
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42 NITRILE OXIDES O O 111 CH(OMe)2
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44 NITRILE OXIDES Ph2CHCO N H2C N M
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46 NITRILE OXIDES O (Me 2CHO) 2P N
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48 NITRILE OXIDES R 137a-f PhCNO N
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50 NITRILE OXIDES R N Ph N O O Ph R
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52 NITRILE OXIDES derivatives 4-R 2
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54 NITRILE OXIDES OH N H (CH2)n R N
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56 NITRILE OXIDES Ar R 1 N 174 N O
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58 NITRILE OXIDES N-benzyladamantyl
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60 NITRILE OXIDES Ph3P L Rh O 194 N
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62 NITRILE OXIDES and modern prepar
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64 NITRILE OXIDES R 2 = MeO2C, R 3
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66 NITRILE OXIDES 223 with 2-iodoni
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68 NITRILE OXIDES N O O N N N R R R
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70 NITRILE OXIDES complexes [PdCl2(
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72 NITRILE OXIDES measured for the
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74 NITRILE OXIDES Oxidation of (alk
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76 NITRILE OXIDES electrophiles as
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78 NITRILE OXIDES O 2N Ph R S N ONC
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80 NITRILE OXIDES PhCH 2Co(dmgH) 2p
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82 NITRILE OXIDES are formed exclus
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84 NITRILE OXIDES On treatment with
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86 NITRILE OXIDES PhSO 2 R R′C=NO
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88 NITRILE OXIDES R X = OTMS O O H
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90 NITRILE OXIDES TBSO H Me NOH TBS
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92 NITRILE OXIDES A synthetic appro
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94 NITRILE OXIDES N O H CO 2Me H 2N
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96 NITRILE OXIDES the unambiguous a
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98 NITRILE OXIDES t-Bu t-Bu O O O O
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100 NITRILE OXIDES COX-2 selectivit
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102 NITRILE OXIDES elastase release
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104 NITRILE OXIDES ambient temperat
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106 NITRILE OXIDES HO Ph O N O O N
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108 NITRILE OXIDES and acceptor sub
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110 NITRILE OXIDES 31. Belen’kii
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112 NITRILE OXIDES 87. Matt Ch, Gis
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114 NITRILE OXIDES 146. Faita G, Pa
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116 NITRILE OXIDES 208. Gravestock
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118 NITRILE OXIDES 266. Tian L, Xu
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120 NITRILE OXIDES 324. Stajer G, B
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122 NITRILE OXIDES 382. Himo F, Lov
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124 NITRILE OXIDES 445. Yamamoto T,
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126 NITRILE OXIDES 504. D’ Alelio
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2 Nitrones: Novel Strategies in Syn
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SYNTHESIS OF NITRONES 131 Treated w
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R H OH R N R Oxone K2CO3 OH R N O S
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H N H RO R N H N H CO2H OH O OR P O
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R1 − − R N O 1-CH2-NH-R2 2 BF4
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O N+ O − (EtO) 2P XCH2CN (X = Cl,
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Et H3CO H 3CO − O R R N 1 H N H O
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[O] SYNTHESIS OF NITRONES 143 N H N
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(R 1 O)m O 47 ( )n OH + RNHOH (R 1
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R 5 R 6 R 5 R 6 R6 R5 O R 1 R5 R R6
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+ N O − (EtO)2(O)P HO (EtO)2(O)P
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H O − N O 166, 167 AZN O N − +
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AcO OAc OAc O OAc O OAc OAc O OAc O
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SYNTHESIS OF NITRONES 155 Similarly
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O Ph Et 2N R R 1 S CHO N COOEt R =
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SYNTHESIS OF NITRONES 159 In a simi
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SYNTHESIS OF NITRONES 161 (EtO) 2(O
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R 2 R 1 Cl Ph O · Cl Ph N OR Ph N
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R 1 NO2 R 2 PhSeH R 1 (EtO)2(O)PCH2
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HO MeO2C Br "N-exo" O O O MeO2C 105
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R O N H Ar * SeOTF CH 2Cl 2 R O N H
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SYNTHESIS OF NITRONES 171 (where R
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2 PhCH = NONa H 150 N OH + R 1 R 2
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R 2 R 3 H R 1 R 1 R 2 N O + N OH 16
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R 1 R 2 − O + N OOH R 1 R 2 O OMe
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[R1R2C(NO2)] − + M R3 178 175 (R
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R R R R 188 189 NHOH a: R = Me b: R
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STRUCTURE AND SPECTRA OF NITRONES 1
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R R H C N O + H 3C Bu t + C STRUCTU
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I R 1 − O R 2 ( )n − ( )n N O
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Bu t Ph O N OH − + H H H CF 3 Ph
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Bu N t H O + + N N − − ROCCH2 O
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STRUCTURE AND SPECTRA OF NITRONES 1
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ELECTROCHEMICAL PROPERTIES AND EPR-
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R 2 R 1 N O ELECTROCHEMICAL PROPERT
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NITRONE COMPLEXES 203 radiolysis in
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R 2 226a-c R 1 N O + O N − + −
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R 2 R O C N 1 R2 R3 + R 1 , R 2 , R
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OH _ O + N R 1 a: R 1 = Me, b: R 1
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R Me Me Me Me H N H 259 O O 255a-c
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NITRONE REACTIONS 213 2.6.2. Reduct
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N + O − • + ClO 2 N O • H O C
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H O + N DMPO H O N N 228-232 MeOH P
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Ph H3CO H3CO Ph N O 276 N O 281 O
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Ph N O N F • Ph + Ph F Ph R F Ph
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Ph Ph O O + N O − 286 Rl,Et 3B be
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Table 2.9 Electroreductive coupling
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NITRONE REACTIONS 227 This reaction
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295a Br I NaOH, MeOH NaOH, MeOH NaO
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H 3C R H3C N O − + O N CH3 CH 3 C
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H + O N B− − − − H N − BH
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H H X + O N H RLi O N E X = CH2, NC
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NITRONE REACTIONS 237 Nucleophilic
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O BnO Ph Et 2N O BnO H 317 O O HO N
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NH 2 NH 2 Boc N H2N N(OH)Bn Boc N P
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NITRONE REACTIONS 243 EtAlCl2, TiCl
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NITRONE REACTIONS 245 Addition of v
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HO R R R HO N Bn NHBoc NH 2 NHBoc N
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RCHO BocNHOH R 2 + + O N R1 − PhS
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BzlOOC + NH3 Cl i OH BzlO Cl Cl Bzl
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Table 2.12 Addition a of 2-lithiofu
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H 2N O BnO O OH O CO2H H2N O N H OH
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353 b a BnO BnO 354 Bn N CHO OBn b
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Table 2.13 Addition of organolithiu
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R N O Cl 367 −O + N Bu t LDA, THF
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HO HO OH N N • Ph • O OH O HO P
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RO2C N O X • N O • N O N O •
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N O 373 N O a 374, 376, 377 R2 376
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+ N O − HN HO O R1 S R2 R3 + Ph 1
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+ R 1 N R2 O O R 1 N R 2 − R 1 R
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NITRONE REACTIONS 273 Table 2.14 Sy
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+ Ph N O − Bn + O Et 3SiO MeO O H
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O O O N Pri OCOPh R Me Bn CO 2H NHC
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N O OBu t N O THF,−78°C, 1 h OBu
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O O O O 292 O H N −O + Bn O HO N
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NITRONE REACTIONS 283 The reaction
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O − O O BnO O O + O − O − N P
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R 1 R 2 NH 2 COOH Br a: b: c: d: e:
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NITRONE REACTIONS 289 2.6.6.1.11. N
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NITRONE REACTIONS 291 Nucleophilic
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O − O O + NBoc− O NBoc N Bn 1.
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NITRONE APPLICATION IN RADICAL POLY
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REACTIONS OF DIPOLAR 1,3-CYCLOADDIT
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a b c d REACTIONS OF DIPOLAR 1,3-CY
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R REACTIONS OF DIPOLAR 1,3-CYCLOADD
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a REACTIONS OF DIPOLAR 1,3-CYCLOADD
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− REACTIONS OF DIPOLAR 1,3-CYCLOA
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(a) REACTIONS OF DIPOLAR 1,3-CYCLOA
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O HO REACTIONS OF DIPOLAR 1,3-CYCLO
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Bn REACTIONS OF DIPOLAR 1,3-CYCLOAD
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CO 2Me O O REACTIONS OF DIPOLAR 1,3
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H H REACTIONS OF DIPOLAR 1,3-CYCLOA
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Me REACTIONS OF DIPOLAR 1,3-CYCLOAD
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O REACTIONS OF DIPOLAR 1,3-CYCLOADD
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Ph Ph REACTIONS OF DIPOLAR 1,3-CYCL
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− O Me REACTIONS OF DIPOLAR 1,3-C
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Ph REACTIONS OF DIPOLAR 1,3-CYCLOAD
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B C A Closed [5,6] adduct B B KINUG
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KINUGASA REACTION ([2 + 2] CYCLOADD
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O O N N N O R R O O L 1 : N N N 1 m
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R 1 R 1 O + N 774 a-e Δ O N N Ph 1
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783 784 + N O + CH3 − N O Ph CH3
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R 1 NHOH 793 + R 2 CHO 794 Hydroxyl
Page 412 and 413:
REACTIONS WITH CYCLOPROPANES 397 O
Page 414 and 415:
REFERENCES 399 properties and synth
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REFERENCES 401 (d) Mottley C, Mason
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REFERENCES 403 46. Sankuratri N, Ja
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REFERENCES 405 105. Saladino R, Ner
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REFERENCES 407 159. Sridharan V, Mu
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REFERENCES 409 205. Cupone G, De Ni
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REFERENCES 411 259. Balasundaram B,
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REFERENCES 413 310. (a) Cicchi S, M
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REFERENCES 415 (b) Creary X. Acc. C
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REFERENCES 417 410. Dziembowska T,
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REFERENCES 419 459. Bourquet E, Ban
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REFERENCES 421 Papers of 6-th Inter
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REFERENCES 423 573. Ok D, Fisher MH
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REFERENCES 425 636. (a) Jost S, Gim
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REFERENCES 427 690. Haire DL, Janze
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REFERENCES 429 721. Manzoni L, Aros
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REFERENCES 431 762. Baldwin JE, Adl
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REFERENCES 433 808. Leggio A, Liguo
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3 Nitronates SEMA L. IOFFE N. D. Ze
Page 452 and 453:
SYNTHESIS OF NITRONATES 437 as O-nu
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SYNTHESIS OF NITRONATES 439 These r
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SYNTHESIS OF NITRONATES 441 It shou
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X-C(NO 2) 3 NO 2-C(NO 2) 3 R R′ C
Page 460 and 461:
R R′ X NO 2 base −H + R R′ X
Page 462 and 463:
Br NaNO 2/DMF Cl R 6 R=C6H5; CO2MeR
Page 464 and 465:
OH NO 2 R EtO2CN NCO 2Et PPh 3, ben
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NO 2 O Me R 2 R 1 PhSH Et 3N cat. M
Page 468 and 469:
R R O OAc 19 Mn III −H + NO2 Me M
Page 470 and 471:
Ag[ArC(NO2)2] 26 heptane 100°, 50
Page 472 and 473:
NO2CH=C(NO2)Ph [RR′CN 2 28 RR′C
Page 474 and 475:
Me O 2N Me O 2N 29a Br EtO 2CC CCO
Page 476 and 477:
SYNTHESIS OF NITRONATES 461 (39) (s
Page 478 and 479:
SYNTHESIS OF NITRONATES 463 In the
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R 1 R R 2 NO 2 + R 5 R 3 42 43 R 6
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O O N R + R"CO NO2 R′ N 42 43c Ph
Page 484 and 485:
SYNTHESIS OF NITRONATES 469 3.2.2.3
Page 486 and 487:
R R′ C R H C R′ NO2 [RR′C(NO2
Page 488 and 489:
Table 3.1 The silylation of AN by E
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SYNTHESIS OF NITRONATES 475 Table 3
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O Me 2RSi NMe 2 + − Me2N=C—OSiM
Page 494 and 495:
SYNTHESIS OF NITRONATES 479 decompo
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A G N R O N H O O A Si R 1 RR 1 C=N
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NO2CH2CH2CH2CO2ME Me CO2Me NO2CH CH
Page 500 and 501:
SYNTHESIS OF NITRONATES 485 than 20
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R 1 R 2 LDA THF, −78°C R 1 O OLi
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O R 1 N 51o-t OSiMe2R 3 R 2 PRINCIP
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MeO2C H PRINCIPAL PHYSICOCHEMICAL D
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PRINCIPAL PHYSICOCHEMICAL DATA AND
Page 510 and 511:
R' R PRINCIPAL PHYSICOCHEMICAL DATA
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Table 3.8 (continued) PRINCIPAL PHY
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Page 524 and 525:
Page 526 and 527:
Page 528 and 529:
** NO2 O O N O * N SiMe3 O PRINCIPA
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Page 532 and 533:
XO R 1 N O H XO O N R R 2 = H R 3 X
Page 534 and 535:
EtO 2CCH N(O)OMe Δ or HCl NH3 / Me
Page 536 and 537:
R 1 R 2 OSi N O E—Nu R 1 R 2 REAC
Page 538 and 539:
O OM R′ N 113 R′′ Me 3SiX −
Page 540 and 541:
O O R 1 R 1 N N OSi R 2 OSi R 2 + M
Page 542 and 543:
R 1 PhO2S R 1 PhO 2S N NO2 O OSiMe
Page 544 and 545:
R 3 R 1 O R 4 R 3 R 3 R 1 R 1 55%-7
Page 546 and 547:
RR′C N MeOCO MeO C O OBEt 2 N O O
Page 548 and 549:
REACTIVITY OF NITRONATES 533 Yields
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RO R 4 R 3 R 2 O N R 1 O P(OAlk) 3
Page 552 and 553:
REACTIVITY OF NITRONATES 537 Second
Page 554 and 555:
MeO2C Ph CO2Me O N O X 1 X 2 Ph H R
Page 556 and 557:
R CO2Me TiCl 4 reflux, overnight N
Page 558 and 559:
Me NO2 + Ph Me NO 2 Ph + Bu n O Bu
Page 560 and 561:
R R O2N O2N O N Regioselectivity +
Page 562 and 563:
REACTIVITY OF NITRONATES 547 Ref.33
Page 564 and 565:
REACTIVITY OF NITRONATES 549 Ref.52
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MeO2C MeO 2C 160 N O OMe R OMgBr r.
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R N O N O R N O N O Y Z X xylene, r
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REACTIVITY OF NITRONATES 555 O N O
Page 572 and 573:
RCH2NO2 RHC N RHC N O OH Ac 2O/AcON
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PhCOCH2SCHR′R′′ 180 R′R′
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REACTIVITY OF NITRONATES 561 Both o
Page 578 and 579:
R 185 + R′ 195 NO2 OH ( )n KH; TH
Page 580 and 581:
NaNO2 AcOH 199 200 (+) -citronellen
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O X X X X S 208 D F E SiMe3 NO 2 O
Page 584 and 585:
R′ R′′ HO R O N 213 O ClSi R
Page 586 and 587:
R SiO R AlkO N N R′′ O + R′
Page 588 and 589:
R′ R′ R′ R′ O N OSi 229 OH
Page 590 and 591:
R′′ OH Si - Me2Bu t Si R′ R N
Page 592 and 593:
R = Me R′ = Ph(86%);CO2Me(28%) O
Page 594 and 595:
R′O HO OR′ R′′ R′ O N * *
Page 596 and 597:
REACTIVITY OF NITRONATES 581 orient
Page 598 and 599:
REACTIVITY OF NITRONATES 583 isomer
Page 600 and 601:
O N O 249a-g + R′ 250a,b R O N O
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REACTIVITY OF NITRONATES 587 Experi
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BuO R 1 Me Me Me Et Et Et Me * ** O
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REACTIVITY OF NITRONATES 591 3.4.4.
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N N OH HO H H H HO (−)-hastinecin
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REACTIVITY OF NITRONATES 595 compli
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Four component [4+2] [4+2] [4+2] do
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Bn O O REACTIVITY OF NITRONATES 599
Page 616 and 617:
Me2Si R 1 NO2 R 1 R 2 R 2 291 O EtO
Page 618 and 619:
O 2N R * = EtO + 296 OEt R * OAc Et
Page 620 and 621:
G * OH G * O G * OH: 305 306 OH Ph
Page 622 and 623:
SILYLATION OF NITRO COMPOUNDS AS A
Page 624 and 625:
RCH2CH2CHNO2 319 H a B − BH + SIL
Page 626 and 627:
R 1 R 2 Ph R2 R1 O N OSi NO2 R2 R1
Page 628 and 629:
Page 630 and 631:
Me 2N CH 2 N OSiMe 3 R 1 R 2 + O N
Page 632 and 633:
Ref.459 Ar Ar HF 2 − HF 2 − + N
Page 634 and 635:
R 2 R 3 R 1 NO 2 SiX/Et3N (1) SILYL
Page 636 and 637:
NO 2 NO2 SiX/Et 3N NO 2 Me 3SiCl/DB
Page 638 and 639:
Page 640 and 641:
Page 642 and 643:
C N OH OH C N OH + + OH B Si - trio
Page 644 and 645:
R 2 R3 R4 R 1 O N TfOH O 348f-h R 2
Page 646 and 647:
Page 648 and 649:
R O N OX SILYLATION OF NITRO COMPOU
Page 650 and 651:
Page 652 and 653:
Pheq O N O 356a TfOTBS Pheq O N 357
Page 654 and 655:
(a) SiO O N 6 Nu (b) N N (c) SiO Si
Page 656 and 657:
Page 658 and 659:
Page 660 and 661:
Page 662 and 663:
# N CO2Me OSi OMe SiO N CO2Me OSi S
Page 664 and 665:
Page 666 and 667:
( ) 3 H Ph O N OMe 391a H N Ph O N
Page 668 and 669:
R 2 R 3 R 4 R 2 R 3 R 4 R 2 An O N
Page 670 and 671:
R = CO2Me; NO2;Δ t > 50°C (O 2N)2
Page 672 and 673:
X NO 2 SILYLATION OF NITRO COMPOUND
Page 674 and 675:
Page 676 and 677:
Page 678 and 679: SILYLATION OF NITRO COMPOUNDS AS A
Page 682 and 683: O N An 431(C) OTMS SILYLATION OF NI
Page 684 and 685: R 1 432 R 1 434 E OR 3 NO2 R 2 N(OS
Page 686 and 687: X R 1 434 R 2 R 1 432 X + A NO 2 R
Page 688 and 689: Si - trialkylsilyl N OSi O Si SILYL
Page 690 and 691: R 1 R 2 441 R 1 R 2 NO2 C NO 2 −
Page 694 and 695: R 2 SILYLATION OF NITRO COMPOUNDS A
Page 698 and 699: NH 3 N H * + H 2C CO 2Et R 1 = H or
Page 700 and 701: N N N N R 1 =Me, R 2 =H 92% Bz Me N
Page 704 and 705: RN(NO2)SiMe3 RN N + 473a,b OSiMe3 i
Page 708 and 709: Cl N OSiMe3 MeO OSiMe3 Me 476d SILY
Page 710 and 711: R R 495 NO2 493 N(OTBS)2 R′I (Me3
Page 712 and 713: R 1 N(OSi)2 Nu: (b) R 2 EX (a) Si =
Page 716 and 717: Me Me Me Me Me Me Ph eq O 507a Ph N
Page 720 and 721: R 3 R 4 R 5 R 3 R 4 R 5 Et3N R 3 R
Page 722 and 723: R3 R2 R 4 NO2 O R 1 R 1 O N 521 R 2
Page 724 and 725: X R 2 R 1 NO2 ii For 528a iii For 5
Page 726 and 727: MeO2C MeO2C MeO2C 528a BSA 530a O N
Page 736 and 737: Me 3SiO Me3SiO N Me3SiON Me 3Si H N
Page 740 and 741: CONCLUSION 725 those containing fun
Page 742 and 743: REFERENCES 727 Due to the silylatio
Page 744 and 745: REFERENCES 729 35. Tartakovsky VA,
Page 748 and 749: REFERENCES 733 158. University of I
Page 750 and 751: REFERENCES 735 221. Kornilov VI, Pa
Page 752 and 753: REFERENCES 737 273. Shitkin VM, Iof
Page 754 and 755: REFERENCES 739 329. Harada K, Shimo
Page 758 and 759: REFERENCES 743 437. Kim BH, Curran
Page 760 and 761: REFERENCES 745 491. Ioffe SL, Lyapk
Page 762: REFERENCES 747 540. Gilchrist TL, R
Page 765 and 766: 750 INDEX 1,3-Dipolar cycloaddition
Page 767 and 768: 752 INDEX Nitrone reactions (contd.
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