Allylboration of Aldehydes
P. Jain, J. C. Antilla*
University of South Florida, Tampa, USA
22 September 2010 (online)
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.