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Carbonylative [2+2] cycloaddition for the construction of β-lactam skeleton with palladium catalyst

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
34
Issue
41
Identifiers
DOI: 10.1016/0040-4039(93)88102-o
Keywords
  • Carbonylation
  • Palladium Catalyst
  • [2+2] Cycloaddition
  • β-Lactam
  • Stereoselective

Abstract

Palladium-catalyzed carbonylation of allyl phosphate in the presence of imines giving β-lactams is described. Palladium-catalyzed carbonylation of allyl diethyl phosphate in the presence of imines under CO pressure (30 Kgcm −2) gave highly stereoselectively either cis- or trans-3-vinyl-β-lactam compounds, depending on the nature of the imines employed, in high yields.

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