Catalytic Enantioselective Formation of Chiral-Bridged Dienes Which Are Themselves Ligands for Enantioselective Catalysis

Catalytic Enantioselective Formation of Chiral-Bridged Dienes Which Are Themselves Ligands for Enantioselective Catalysis

This paper reports a method for highly enantioselective Diels−Alder reaction with an acetylene equivalent to produce chiral-bridged dienes. These dienes, by coordination to Rh(I), can serve as catalysts for the enantioselective addition of vinyl or aryl groups to α,β-unsaturated ketones.

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Veröffentlicht in:Organic letters 2010-01, Vol.12 (1), p.172-175
Hauptverfasser: Brown, M. Kevin, Corey, E. J
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemical synthesis
Alkenes - chemistry
Catalysis
Ketones - chemistry
Ligands
Molecular Structure
Stereoisomerism
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Zusammenfassung:This paper reports a method for highly enantioselective Diels−Alder reaction with an acetylene equivalent to produce chiral-bridged dienes. These dienes, by coordination to Rh(I), can serve as catalysts for the enantioselective addition of vinyl or aryl groups to α,β-unsaturated ketones.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9025793