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Catalytic triple carbonylation of olefins. Enantioselective synthesis of 2-oxoglutarates

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
506
Identifiers
DOI: 10.1016/0022-328x(95)05654-8
Keywords
  • Enantioselective Catalysis
  • Triple Carbonylation
  • Olefins
  • Palladium Complexes
  • 2-Oxoglutarates

Abstract

Abstract A new carbonylation reaction, namely “triple carbonylation” of olefins catalysed by cationic palladium complexes to substituted 2-oxoglutarates, has been developed. Even though the chemoselectivity is not high, this reaction allows a one-step synthesis of substituted 2-oxoglutarates with fair to excellent enantioselectivity (enantiomeric excess up to 92%). The reaction is completely regioselective for styrene whereas with aliphatic olefins two regioisomers are formed.

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