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Conversion of 2-(trimethylsilyl)ethyl sulfides into thioesters

Grundberg, Hans LU ; Andergran, Magnus and Nilsson, Ulf J. LU (1999) In Tetrahedron Letters 40(9). p.1811-1814
Abstract

Treatment of 2-(trimethylsilyl)ethyl sulfides with a carboxylic acid chloride and AgBF4 in CH2Cl2 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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author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Tetrahedron Letters
volume
40
issue
9
pages
4 pages
publisher
Elsevier
external identifiers
  • scopus:0033605182
ISSN
0040-4039
DOI
10.1016/S0040-4039(99)00016-7
language
English
LU publication?
yes
id
91f73866-7f4e-49ea-80af-22e9472d9f8f
date added to LUP
2023-02-07 08:57:17
date last changed
2023-02-21 10:30:13
@article{91f73866-7f4e-49ea-80af-22e9472d9f8f,
  abstract     = {{<p>Treatment of 2-(trimethylsilyl)ethyl sulfides with a carboxylic acid chloride and AgBF<sub>4</sub> in CH<sub>2</sub>Cl<sub>2</sub> 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.</p>}},
  author       = {{Grundberg, Hans and Andergran, Magnus and Nilsson, Ulf J.}},
  issn         = {{0040-4039}},
  language     = {{eng}},
  month        = {{02}},
  number       = {{9}},
  pages        = {{1811--1814}},
  publisher    = {{Elsevier}},
  series       = {{Tetrahedron Letters}},
  title        = {{Conversion of 2-(trimethylsilyl)ethyl sulfides into thioesters}},
  url          = {{http://dx.doi.org/10.1016/S0040-4039(99)00016-7}},
  doi          = {{10.1016/S0040-4039(99)00016-7}},
  volume       = {{40}},
  year         = {{1999}},
}