Catalytic enantioselective formation of chiral-bridged dienes which are themselves ligands for enantioselective catalysis.

Org Lett

Department of Chemistry and Chemical Biology, Harvard Univeristy, Cambdrige, Massachusetts 02138, USA.

Published: January 2010

AI Article Synopsis

  • The paper presents a method for achieving highly selective Diels-Alder reactions using an acetylene equivalent, resulting in the formation of chiral-bridged dienes.
  • These chiral-bridged dienes can coordinate with Rh(I), turning them into effective catalysts.
  • The resulting catalysts facilitate the enantioselective addition of vinyl or aryl groups to alpha,beta-unsaturated ketones.

Article Abstract

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 alpha,beta-unsaturated ketones.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2814301PMC
http://dx.doi.org/10.1021/ol9025793DOI Listing

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Catalytic enantioselective formation of chiral-bridged dienes which are themselves ligands for enantioselective catalysis.

Org Lett

January 2010

Department of Chemistry and Chemical Biology, Harvard Univeristy, Cambdrige, Massachusetts 02138, USA.

Article Synopsis
  • The paper presents a method for achieving highly selective Diels-Alder reactions using an acetylene equivalent, resulting in the formation of chiral-bridged dienes.
  • These chiral-bridged dienes can coordinate with Rh(I), turning them into effective catalysts.
  • The resulting catalysts facilitate the enantioselective addition of vinyl or aryl groups to alpha,beta-unsaturated ketones.
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