4.4 Article

The brucine N-oxide-promoted asymmetric Pauson-Khand reaction

Journal

TETRAHEDRON LETTERS
Volume 41, Issue 17, Pages 3229-3233

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)00357-9

Keywords

amine N-oxides; asymmetric synthesis; cobalt and compounds; cyclopentenones; Pauson-Khand reactions

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The brucine N-oxide-mediated asymmetric Pauson-Khand reaction has been further investigated. It was found that the best levels of enantioselection were obtained with substituted propargylic alcohol complexes. The studies also revealed that when acetone or 1,2-dimethoxyethane is used as the reaction solvent, enhanced levels of enantioselectivity, up to an enantiomeric ratio of 11:89, are achieved. (C) 2000 Elsevier Science Ltd. All rights reserved.

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