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

被引：108
|
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
收藏
页码：2534 / +
页数：3
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