Tetrahedron Letters

A new strategy for chemoselective O-acylation of β-mercapto alcohols via alkylsilyl and stannyl protection

M Maheswara, M Kim, SJ Yun, JJ Ju, JY Do

Index: Maheswara, Muchchintala; Kim, Mirae; Yun, Sun-Ju; Ju, Jung Jin; Do, Jung Yun Tetrahedron Letters, 2009 , vol. 50, # 4 p. 480 - 483

Full Text: HTML

Citation Number: 11

Abstract

Chemoselective preparation of O-acylated derivatives from bis-protected mercapto alcohols was described. Trialkylsilyl and trialkylstannyl chloride are used to generate an intermediate with O-and S-protection. The intermediates from β-mercapto alcohols are reactive toward acylating agents and selective to provide O-acylated derivatives. The present preparation involves the direct conversion of alcohol to the corresponding O-acylated compounds ...