Tetrahedron

Efficient Swern oxidation and Corey–Kim oxidation with ion-supported methyl sulfoxides and methyl sulfides

D Tsuchiya, M Tabata, K Moriyama, H Togo

Index: Tsuchiya, Daisuke; Tabata, Masayuki; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2012 , vol. 68, # 34 p. 6849 - 6855

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Citation Number: 8

Abstract

The Swern oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion-supported methyl sulfoxides A-1 (C6) and B-1 (C10), and oxalyl chloride in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, gave the corresponding aldehydes and ketones, respectively, in good yields with high purity. Similarly, the Corey–Kim oxidation of ...