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Synfacts 2007(11): 1184-1184  
DOI: 10.1055/s-2007-991265
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

α-Substituted Allylboronates: One-Pot Addition to Aldehydes

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
L. Carosi, D. G. Hall*
University of Alberta, Edmonton, Canada
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

The Hall group has continued its excellent studies on allylation chemistry. In this paper they describe the catalytic enantioselective preparation of chiral allylboronates, which can be used in situ for the allylation of aldehydes with high enantioselectivities. The use of a Cu-phosphor­amidite catalyst system in conjuction with allylic chloride and EtMgBr substrates generates the desired reagent.