Synlett

The Selective Deprotection of Thioesters Using Titanium (IV) Chloride/Zinc

CK Jin, HJ Jeong, MK Kim, JY Kim, YJ Yoon, SG Lee

Index: Jin, Chung Keun; Jeong, Hyung Jae; Kim, Min Kyu; Kim, Ju Young; Yoon, Yong-Jin; Lee, Sang-Gyeong Synlett, 2001 , # 12 p. 1956 - 1958

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Abstract

Abstract: A new method for deprotection of thioesters using TiCl4/Zn at 0–25 C is described. The procedure chemoselectively cleaves the S–CO bond in thioesters in the presence of other carbonyl functional groups and other protecting groups to cleanly produce thiols. Key words: deprotection, chemoselectively, thiols, titanium chloride (IV), thioester cleavage

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