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Chemistry of acetylenic ethers 63: The synthesis of α,β-unsaturated thiolesters from carbonyl compounds, acetylenic thioethers, and boron trifluoride

✍ Scribed by L. B. Bos; J. F. Arens

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 651 KB
Volume: 82
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19630820208

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✦ Synopsis

Abstract

The α,β‐unsaturated thiolesters listed in Table I have been prepared by treating a mixture of a carbonyl compound and boron trifluoride with an acetylenic thioether (see reaction scheme 2). Good yields are obtained when ethers are used as solvents. The configuration of the esters prepared from aldehydes is trans. From unsymmetrical ketones mixtures of cis and trans isomers are formed.

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