Synthesis of 3-allyl- and 3-benzyl-Δ3-cephems through sequential reductive 1,2-elimination/addition/cyclization of 3,4-disubstituted 2- butenoates in allyl and benzyl halides/Mn/NiCl2 /AlCl3/NMP systems

Hideo Tanaka, Yoshihisa Tokumaru, Sigeru Torii

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Abstract

One-pot synthesis of 3-allyl- and 3-benzyl-Δ3-cephems through a sequential reductive 1,2-elimination/addition/cyclization of 3, 4- disubstituted 2-[2- oxo-3-phenylacetamido-4-(phenylsulfonylthio)azetidin- 1- yl]-2-butenoates was successfully performed by treatment with allyl and benzyl halides in an Mn/NiCl2(bpy)/AlCl3/N-methyl-2-pyrroridinone (NMP) system.

Original languageEnglish
Pages (from-to)633-642
Number of pages10
JournalHeterocycles
Volume52
Issue number2
DOIs
Publication statusPublished - Feb 1 2000

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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