Practical method for asymmetric addition of arylboronic acids to alpha,beta-unsaturated carbonyl compounds utilizing an in situ prepared rhodium catalyst.

J Org Chem

GPRD Process Research and Development, Abbott Laboratories, North Chicago, Illinois 60064, USA.

Published: January 2009

A new practical method for the asymmetric Michael addition of arylboronic acids to alpha,beta-unsaturated carbonyl compounds utilizing in situ generated chiral rhodium-binap-based catalyst has been developed to address the unavailability of the preformed catalysts. While maintaining high levels of enantioselectivity reported for the preformed catalysts, the new method provides a convenient access to either enantiomeric form of the product and allows for a substantial reductions in both the boronic acid and the catalyst loads.

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http://dx.doi.org/10.1021/jo802136jDOI Listing

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