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Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
52
Issue
13
Identifiers
DOI: 10.1016/0040-4020(96)00160-3
Keywords
  • Article
Disciplines
  • Chemistry

Abstract

Abstract The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate acceptors 12–15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.

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