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Synfacts 2011(1): 0053-0053  
DOI: 10.1055/s-0030-1259177
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Acylsilanes as Pronucleophiles in Palladium-Catalyzed Asymmetric Allylic Alkylation

Contributor(s): Mark Lautens, David A. Candito
J.-P. Chen, C.-H. Ding, W. Liu, X.-L. Hou*, L.-X. Dai
Shanghai Institute of Organic Chemistry, P. R. of China
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Publikationsdatum:
21. Dezember 2010 (online)

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Significance

It remains a great challenge to install two stereocenters by palladium-catalyzed asymmetric allylic alkylation (Pd-AAA). The authors report that acylsilanes can engage in highly regio- and stereoselective reactions with allyl carbonates under Pd-AAA. The authors go on to demonstrate the power of this methodology in the synthesis of two interesting targets.