Tetrahedron

Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide

BT Holmes, AW Snow

Index: Holmes, Brian T.; Snow, Arthur W. Tetrahedron, 2005 , vol. 61, # 52 p. 12339 - 12342

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Citation Number: 17

Abstract

A series of thiol-functionalized organic compounds were selected to analyze the scope and efficiency of a new thioacetate deprotection method using catalytic tetrabutylammonium cyanide (TBACN) to effect the transformation of a thioacetate group to a free thiol in the presence of a protic solvent. Particularly attractive are the mild reaction and workup conditions, reduced byproduct formation typically seen using literature methods and yields ...