Synfacts 2005(2): 0252-0252  
DOI: 10.1055/s-2005-916124
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

A Robust Asymmetric Allylboration of Ketones with a Recyclable Auxiliary

Contributor(s): Paul Knochel, Andrei Gavryushin
E. Canales, G. Prasad, J. A. Soderquist*
University of Puerto Rico, Puerto Rico
Further Information

Publication History

Publication Date:
25 October 2005 (online)

Significance

The reported method is one of the best enantioselective allylation of ketones, especially useful for difficult cases like dialkyl ketones. The developed chiral auxiliary is relatively easy to prepare and can be recovered after the reaction. The whole sequence can be scaled up and gives the product as an air-stable solid. The enantioselectivity of the allylation is always excellent and even in case of methyl ethyl ketone it reaches 87%.