Diastereoselective oxidation of substituted 1,2-dithiolan-3-ones

Richard S Glass, Yunqi Liu

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Oxidation of 1,2-dithiolan-3-ones 1 with one equivalent of dimethyldioxirane in dichloromethane at -78°C produces the corresponding 1,2-dithiolan-3-one 1-oxides 2 in high yield and with diastereoselectivities as high as 18:1. The major diastereomer formed is the trans isomer. An X-ray crystallographic structure study of the major diastereomer 2c obtained by oxidation of 1g is reported.

Original languageEnglish (US)
Pages (from-to)3887-3888
Number of pages2
JournalTetrahedron Letters
Volume35
Issue number23
DOIs
StatePublished - Jun 6 1994

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Methylene Chloride
Oxides
X-Rays
Oxidation
Isomers
X rays
dimethyldioxirane

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Diastereoselective oxidation of substituted 1,2-dithiolan-3-ones. / Glass, Richard S; Liu, Yunqi.

In: Tetrahedron Letters, Vol. 35, No. 23, 06.06.1994, p. 3887-3888.

Research output: Contribution to journalArticle

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