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Conversion of 2-(trimethylsilyl)ethyl sulfides into thioesters

✍ Scribed by Hans Grundberg; Magnus Andergran; Ulf J. Nilsson

Book ID: 104260814
Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 227 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00016-7

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✦ Synopsis

Treatment of 2-(trimethylsilyl)ethyl sulfides with a carboxylic acid chloride and AgBF4 in CH2C12 furnishes the corresponding thioesters in high yields and purities. The conversion of 2-(trimethylsilyl)ethyl sulfides into synthetically versatile thioesters allows such sulfides to be used as sulfhydryl protective groups, since such sulfides are easily prepared and are stable towards many reaction conditions encountered in organic syntheses.

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