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Synfacts 2007(4): 0418-0418  
DOI: 10.1055/s-2007-968329
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Ti(IV)-BINOL-Catalyzed Highly Concentrated Asymmetric Allylation of Ketones

Contributor(s): Paul Knochel, Andrei Gavryushin
A. J. Wooten, J. G. Kim, P. J. Walsh*
University of Pennsylvania, Philadelphia, USA
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Publication History

Publication Date:
23 March 2007 (online)

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Significance

Reactions under solvent-free and highly concentrated conditions possess high environmental and economical benefits, as they minimize the waste treatment problems. This publication describes a solvent-free modification of the method for enantioselective allylation of ketones, previously developed by the group of Walsh. In the absence of solvents, the catalyst loading can be reduced three-fold without the loss of enantio­selectivity. The overall method is quite simple, practical and offers tertiary homoallylic alcohols in excellent yields and enantioselectivities.