Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes

被引:96
作者
Smith, James R. [1 ]
Collins, Beatrice S. L. [1 ]
Hesse, Matthew J. [1 ]
Graham, Mark A. [2 ]
Myers, Eddie L. [1 ]
Aggarwal, Varinder K. [1 ]
机构
[1] Univ Bristol, Sch Chem, Cantocks Close, Bristol BS8 1TS, Avon, England
[2] AstraZeneca, Pharmaceut Technol & Dev, Silk Rd Business Pk,Charter Way, Macclesfield SK10 2NA, Cheshire, England
基金
英国工程与自然科学研究理事会; 欧盟地平线“2020”;
关键词
CATALYTIC ASYMMETRIC HYDROBORATION; TERTIARY BORONIC ESTERS; 1,1-DISUBSTITUTED ALKENES; TRISUBSTITUTED ALKENES; PINACOLBORANE; DIBORATION; BORATION; HYDROFUNCTIONALIZATION; DESYMMETRIZATION; SELECTIVITY;
D O I
10.1021/jacs.7b05149
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the first enantioselective Rh-catalyzed Markovnikov hydroboration of unactivated terminal alkenes. Using a novel sp(2)-sp(3) hybridized diboron reagent and water as a proton source, a broad range of alkenes undergo hydroboration to provide secondary boronic esters with high regio- and enantiocontrol.
引用
收藏
页码:9148 / 9151
页数:4
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