Reaction of dimethyl sulfide ditriflate with alkenes. Synthesis of sulfur derivatives of nortricyclane

Valentine G. Nenajdenko, Pavel V. Vertelezkij, Ilya D. Gridnev, Nikolai E. Shevchenko, Elizabeth S. Balenkova

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

The reaction of dimethyl sulfide ditriflate with alkenes leads to the corresponding sulfonium salts. Dependence of the reaction course on the substrate structure is discussed. In the reactions with norbornene and norbornadiene the sulfonium salts with nortricyclene skeleton were obtained. The configurations of the two isomeric disubstituted nortricyclanes 21a,b were determined by NMR.

Original languageEnglish
Pages (from-to)8173-8180
Number of pages8
JournalTetrahedron
Volume53
Issue number24
DOIs
Publication statusPublished - 1997 Jun 16
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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