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Synfacts 2006(8): 0793-0793  
DOI: 10.1055/s-2006-941953
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Pd(0)/JosiPhos-Catalyzed Desymmetrization

Contributor(s): Mark Lautens, Andrew Martins
M. E. P. Lormann, M. Nieger, S. Bräse*
Cynora GmbH, Herzogenrath, Universität Bonn and Universität Karlsruhe, Germany
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Publication History

Publication Date:
21 July 2006 (online)

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Significance

Using a Pd(0)/JosiPhos catalyst system, a meso bis-homoallylic ether undergoes a desymmetrizing asymmetric Heck reaction in moderate to good yield and enantioselectivity, depending on the nature of halide/pseudohalide used. When typical ligands for asymmetric Heck reactions (i.e. BINAP, chiral oxazolines, etc.) were used, both product yield and enantioselectivity were poor.