A Cu/Pd Cooperative Catalysis for Enantioselective Allylboration of Alkenes

被引：208

作者：

Jia, Tao ^{[1
]}

Cao, Peng ^{[1
]}

Wang, Bing ^{[1
]}

Lou, Yazhou ^{[1
]}

Yin, Xuemei ^{[1
]}

Wang, Min ^{[1
]}

Liao, Jian ^{[1
]}

机构：

[1] Chinese Acad Sci, Nat Prod Res Ctr, Chengdu Inst Biol, Chengdu 610041, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 43期

关键词：

CROSS-COUPLING REACTIONS; SYNERGISTIC CATALYSIS; ALLYLIC ALKYLATION; 3-COMPONENT CARBOBORATION; BIMETALLIC CATALYSIS; ARYL; BIS(PINACOLATO)DIBORON; TRANSFORMATIONS; HYDROBORATION; CONSTRUCTION;

D O I：

10.1021/jacs.5b09146

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A cooperative Cu/Pd-catalyzed asymmetric three-component reaction of styrenes, B-2(pin)(2), and allyl carbonates was reported. This reaction, in the presence of chiral CuOAc/SOP and achiral Pd(dppf)Cl-2 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, (-)-predamol.

引用

页码：13760 / 13763

页数：4

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