A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin

Hideo Tanaka, Yutaka Kameyama, Shin ichi Sumida, Sigeru Torii

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A short-cut route to cephalosporins bearing alkenyl substituents on the C(3)-position through copper(I) chloride-promoted Michael-type addition of alkenyltributyltins to allenecarboxylates, derived from penicillin, is described.

Original languageEnglish
Pages (from-to)7029-7030
Number of pages2
JournalTetrahedron Letters
Volume33
Issue number46
DOIs
Publication statusPublished - Nov 10 1992

Fingerprint

Bearings (structural)
Cyclization
Cephalosporins
Penicillins
cuprous chloride

Keywords

  • 3-Alkenylcephems
  • Allenecarboxylates
  • Penicillin-cephalosporin Conversion

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin. / Tanaka, Hideo; Kameyama, Yutaka; Sumida, Shin ichi; Torii, Sigeru.

In: Tetrahedron Letters, Vol. 33, No. 46, 10.11.1992, p. 7029-7030.

Research output: Contribution to journalArticle

Tanaka, Hideo ; Kameyama, Yutaka ; Sumida, Shin ichi ; Torii, Sigeru. / A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin. In: Tetrahedron Letters. 1992 ; Vol. 33, No. 46. pp. 7029-7030.
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