Synlett

Metal-Free Deprotection of Terminal Acetonides by Using tert-Butyl Hydroperoxide in Aqueous Medium

MR Maddani, KR Prabhu

Index: Maddani, Mahagundappa R.; Prabhu, Kandikere R. Synlett, 2011 , # 6 p. 821 - 825

Full Text: HTML

Citation Number: 4

Abstract

Abstract Employing aqueous tert-butyl hydroperoxide (70%) as an inexpensive reagent a useful methodology for the regioselective and chemoselective deprotection of terminal acetonide groups in aqueous medium is developed. A variety of acetonide derivatives on reaction with aqueous tert-butyl hydroperoxide in water: tert-butanol (1: 1) furnish the corresponding acetonide deprotected diols in good yields. A large number of acid labile ...