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Synfacts 2006(11): 1144-1144  
DOI: 10.1055/s-2006-949442
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Mandelamide-Zn-Catalyzed Enantioselective Alkyne Addition to Aldehydes

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
G. Blay, I. Fernández, A. Marco-Aleixandre, J. R. Pedro*
Universitat de València, Spain
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Publication History

Publication Date:
24 October 2006 (online)

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Significance

Optically active propargyl alcohols remain an important target in synthesis. While work by many groups has shown success in addition of alkynes to aldehydes, some of the reported procedures work only for aliphatic aldehydes due to problems with the Cannizzaro reaction for aromatic aldehydes. The Pedro group has shown previous success with the readily available mandelamide-type ligands and optimization led to the use of 1 as the best ligand for this reaction.