Regio- and Stereoselective Ni-Catalyzed 1,4-Hydroboration of 1,3-Dienes: Access to Stereodefined (Z)-Allylboron Reagents and Derived Allylic Alcohols

被引：113

作者：

Ely, Robert J. ^{[1
]}

Morken, James P. ^{[1
]}

机构：

[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 08期

关键词：

RHODIUM COMPLEXES; CONJUGATED DIENES; HYDROBORATION; NICKEL; CATECHOLBORANE; LIGANDS;

D O I：

10.1021/ja910750b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalytic regio- and stereoselective 1,4-hydroboration of 1,3-dienes was accomplished with pinacolborane in the presence of Ni(cod)(2) and PCy(3). This reaction exhibits broad substrate scope operating oil a range of Substituted dienes and Occurs with generally high levels of selectivity and efficiency. Reactivity patterns Suggest that the reactive conformation of the diene is the S-cis form. The intermediate allylboronate call be oxidized to stereodefined allylic alcohols or can be used in stereoselective carbonyl addition reactions.

引用

页码：2534 / +

页数：3

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