The Journal of Organic Chemistry

Mild and efficient photochemical and thermal deprotection of thioacetals and ketals using DDQ

L Mathew, S Sankararaman

Index: Mathew, Lizamma; Sankararaman, S. Journal of Organic Chemistry, 1993 , vol. 58, # 26 p. 7576 - 7577

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Citation Number: 37

Abstract

Thioacetals and ketals are often used as carbonvl protecting groups, as well as masked acyl anions in organic synthesis.'Hence, the deprotection of thioacetals and ketals to regenerate the carbonyl compound is an important synthetic transformation. Thioacetals and ketals are resistant to conventional acid-catalyzed hydrolytic cleavage. Among the various available methods for deprotection, the transition metal-induced hydrolysis, as well as oxidative and ...