Synthesis of 3-alkenyl-Δ2-cephems by copper(I) chloride-promoted alkenylation of 3-trifluoromethylsulfonyloxy-Δ3-cephem with alkenyltributyltins

Hideo Tanaka, Shin Ichi Sumida, Sigeru Torii

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Synthesis of 3-alkenyl-Δ2-cephems 3 was performed in regioselective by copper(I) chloride-promoted alkenylation of 3-trifluoromethylsulfonyloxy-Δ3-cephem 1 with alkenyltributyltins. Subsequent Diels-Alder reaction of the 3-vinyl-Δ2-cephem 3a with acrolein opened a new access to C(2)-C(3) fused tricyclic cephalosporin 9.

Original languageEnglish
Pages (from-to)5967-5970
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number33
DOIs
Publication statusPublished - Aug 12 1996

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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