Regio- and Stereoselective Copper(II)-Catalyzed Hydrosilylation of Activated Allenes in Water: Access to Vinylsilanes

被引:30
作者
Pashikanti, Srinath [1 ]
Calderone, Joseph A. [1 ]
Nguyen, Matthew K. [1 ]
Sibley, Christopher D. [1 ]
Santos, Webster L. [1 ]
机构
[1] Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA
基金
美国国家科学基金会;
关键词
SI-B BOND; SILYL CONJUGATE ADDITIONS; INTERNAL ALKYNES; TERMINAL ALKYNES; CATALYZED HYDROSILYLATION; REGIOSELECTIVE HYDROSILYLATION; ENANTIOSELECTIVE SYNTHESIS; ORGANIC-SYNTHESIS; BETA-BORYLATION; GAMMA-ADDITIONS;
D O I
10.1021/acs.orglett.6b00981
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By using catalytic amounts of copper(II), 4-picoline, and dimethylphenylsilylpinacol borane, a series of allenoates were silylated on the beta carbon in good to excellent yields and high (E)-selectivity. The mild and efficient silylation method is conducted in water under atmospheric conditions to afford vinylsilanes.
引用
收藏
页码:2443 / 2446
页数:4
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