Synthese und Transformationen chiraler 2,3 ...

132 V. Experimenteller Teil34 H, Menthyl CH 2 , CH 3 -19,20), darin 0.77 (d, 3 H, 3 J = 6.8 Hz, CH 3 -13/14), 0.74 (d, 3 H,3 J = 6.8 Hz, CH 3 -13/14).819HO 18162017OHC 4 313 N147 12 O625 N 1910111598765(ppm)4321Abb. V-713 C-NMR (100 MHz, CDCl 3 ): δ [ppm] = 168.4/167.2 (C-2), 162.0/160.6 (C-16), 81.9/81.7(C-5), 77.8/75.7 (C-17), 63.0/60.4 (C-3), 46.6/46.3 (C-6), 45.1/44.1 (C-10), 33.6/33.5 (C-8),30.7/30.6 (C-18), 27.9/27.6 (C-9), 25.1/24.7 (C-15), 23.7/23.6 (C-12), 22.7/22.0 (C-7), 22.9,22.5, 20.5, 19.6, 19.4, 19.6, 18.2, 18.0. 17.4 (C-11,13,14,19,20).IR (KBr): ~ ν [cm -1 ] = 3430 (ν OH), 2940, 2910, 2860 (ν CH aliphat.), 1690 (ν C=O,Lactam), 1650 (ν C=O, Formamid), 1100 (ν C-O), weitere intensive Banden 1450, 1410,1360, 1050.MS (70 eV): m/z (%) = 324 (4.2) [M + ], 281 (4.9) [M + -C 3 H 7 ], 252 (31.9) [Fm + ], 84 (100.0)[Fr3 + -CO].