REACTIONS OF γ-SULTINES WITH ELECTROPHILIC REAGENTS. 2. BROMINATION OF 3,5-DIARYL-1,2-OXATHIOLANE 2-OXIDES IN THE PRESENCE OF LEWIS ACIDS

Authors

  • E. B. Григорьев Moscow M. V. Lomonosov State University, Moscow 119234
  • Л. Г. Сагиновa Moscow M. V. Lomonosov State University, Moscow 119234

Keywords:

1,3-diaryl-1-bromo-3-ethoxypropane, 1,3-diaryl-1,3-diethoxypropane, diastereomers, Lewis acids,, bromination, diastereoselectivity, 1,2-oxathiolane 2-oxides (γ-sultines)

Abstract

The bromination of 3,5-diaryl-1,2-oxathiolane 2-oxides (γ-sultines) has been studied in the presence of added Lewis acids. It was discovered that γ-sultines with donor substituents react with bromine with ring fission and conjugated addition of the nucleophilic reactant. Possible mechanisms for the reaction are discussed based on the data obtained.

How to Cite
Grigor'ev, E. V.; Saginova, L. G. Chem. Heterocycl. Compd. 2003, 39, 200. [Khim. Geterotsikl. Soedin. 2003, 228.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1023768408256

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Published

2003-02-25

Issue

No. 2 (2003)

Section

Original Papers