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Module I Oxidation Reactions - NPTel

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NPTEL – Chemistry – Reagents and Organic reactions<br />

A. Guzman-Perez, E. J. Corey, Tetrahedron Lett. 1997, 38. 5941.<br />

Problems<br />

Give the major products for the following reactions:<br />

4.<br />

1.<br />

2.<br />

3.<br />

MeO 2C<br />

MeO 2C<br />

Ph<br />

5. O<br />

H<br />

H<br />

O<br />

O<br />

OsO 4, NMO<br />

OsO 4<br />

NCOPh<br />

t-BuOH:H2O O<br />

Ph<br />

6. Ph OCH3 7.<br />

O<br />

OsO 4<br />

OsO 4, DHQD<br />

NMO<br />

t-BuOH:H2O OsO 4, DHQ<br />

NMO<br />

t-BuOH:H2O K 2OsO 2(OH) 4<br />

A<br />

F<br />

(DHQD) 2PHAL<br />

TsNClNa 3H 2O<br />

t-BuOH:H 2O<br />

R.T.<br />

K 2OsO 2(OH) 4<br />

(DHQ) 2PHAL<br />

TsNClNa 3H 2O<br />

t-BuOH:H 2O<br />

R.T.<br />

NaIO 4<br />

Joint initiative of IITs and IISc – Funded by MHRD Page 12 of 122<br />

O<br />

D E<br />

H<br />

Ba(OH) . 8H2O B + C<br />

G

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