Synfacts 2011(11): 1228-1228  
DOI: 10.1055/s-0031-1289198
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Allylic Substitution

Contributor(s): Paul Knochel, Thomas Kunz
R. Shintani*, K. Takatsu, M. Takeda, T. Hayashi*
Kyoto University, Japan
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Publikationsverlauf

Publikationsdatum:
19. Oktober 2011 (online)

Significance

The authors report an asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronic acid esters. This reaction is catalyzed by a copper/N-heterocyclic carbene complex which gives access to tertiary and quaternary stereocenters with high regio- and enan­tioselectivity. The protocol has also been extended to γ,γ-disubstituted allyl phosphate substrates.