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Synlett 1995; 1995(10): 1085-1086
DOI: 10.1055/s-1995-5170
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Enantioselective Pauson-Khand Reactions Mediated by a Chiral Amine N-Oxide

William J. Kerr* , George G. Kirk, David Middlemiss
  • *Department of Pure and Applied Chemistry, University of Strathclyde, Thomas Graham Building, Glasgow, G1 1XL, Scotland, U.K.
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Publikationsdatum:
31. Dezember 2000 (online)

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The first example of an asymmetric version of the Pauson-Khand cyclisation promoted solely by a chiral amine N-oxide, brucine N-oxide, is reported. This amine N-oxide has been utilised in the Pauson-Khand annulation to give excellent yields and good enantiomeric excesses of cyclopentenone at low temperature.

Asymmetric Pauson-Khand Reaction - chiral N-oxide - cyclopentenone - asymmetric annulation