Synlett 2007(16): 2574-2578  
DOI: 10.1055/s-2007-986630
LETTER
© Georg Thieme Verlag Stuttgart · New York

Hydroxymethylpyridine Catalysts for the Enantioselective Alkynylation of Aldehydes

Sabrina Liebehentschel, Ján Cvengroš, Axel Jacobi von Wangelin*
Department of Organic Chemistry, University of Cologne, Greinstr. 4, 50939 Köln, Germany
Fax: +49(221)4705057; e-Mail: axel.jacobi@uni-koeln.de;
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Publikationsverlauf

Received 20 March 2007
Publikationsdatum:
28. August 2007 (online)

Abstract

Chiral 2-hydroxymethylpyridines based on fenchol and menthol were evaluated as catalysts for the enantioselective addition of terminal alkynes to aldehydes. With one of the fenchol-based ligands, the operationally simple protocol gave propargylic alcohols with excellent yields and up to 85% ee for various aldehyde and alkyne derivatives.