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Synfacts 2010(10): 1187-1187  
DOI: 10.1055/s-0030-1258672
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Allylboration of Aldehydes

Contributor(s): Benjamin List, Saihu Liao
P. Jain, J. C. Antilla*
University of South Florida, Tampa, USA
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

A highly enantioselective allylboration of aldehydes catalyzed by the chiral Brønsted acid (R)-TRIP is reported by the authors. This transformation shows a broad substrate scope: aryl, heteroayrl, α,β-unsaturated and aliphatic aldehydes can all be efficiently allylated. Furthermore, the crotylboration of benzaldehyde also proceeded smoothly with high diastereo- and enantioselectivity in the presence of this acid ­catalyst.