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. 2015 Nov 4;137(43):13760-3.
doi: 10.1021/jacs.5b09146. Epub 2015 Oct 22.

A Cu/Pd Cooperative Catalysis for Enantioselective Allylboration of Alkenes

Tao Jia  1 , Peng Cao  1 , Bing Wang  1 , Yazhou Lou  1 , Xuemei Yin  1 , Min Wang  1 , Jian Liao  1
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A Cu/Pd Cooperative Catalysis for Enantioselective Allylboration of Alkenes

Tao Jia et al. J Am Chem Soc. .

Abstract

A cooperative Cu/Pd-catalyzed asymmetric three-component reaction of styrenes, B2(pin)2, and allyl carbonates was reported. This reaction, in the presence of chiral CuOAc/SOP and achiral Pd(dppf)Cl2 catalysts, occurs smoothly with high enantioselectivities (up to 97% ee) . The allylboration products, which contain alkene (or diene) unite and alkylboron group, are easily functionalized. The utility of this protocol was demonstrated through the synthesis of an antipsychotic drug, (-)-preclamol.

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