Enantioselective Construction of Silicon-Stereogenic Silanes by Scandium-Catalyzed Intermolecular Alkene Hydrosilylation

被引:105
作者
Zhan, Gu [1 ]
Teng, Huai-Long [2 ]
Luo, Yong [1 ]
Lou, Shao-Jie [2 ]
Nishiura, Masayoshi [1 ,2 ]
Hou, Zhaomin [1 ,2 ]
机构
[1] RIKEN, Cluster Pioneering Res, Organometall Chem Lab, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
[2] RIKEN, Ctr Sustainable Resource Sci, Adv Catalysis Res Grp, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
关键词
asymmetric catalysis; hydrosilylation; rare earths; scandium; silicon-stereogenic silanes; ASYMMETRIC-SYNTHESIS; C-H; METAL-COMPLEXES; DESYMMETRIZATION; SILYLATION; CHEMISTRY; FUNCTIONALIZATION; DIBENZOSILOLES; DERIVATIVES; YTTRIUM;
D O I
10.1002/anie.201807493
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The catalytic asymmetric construction of silicon-stereogenic silanes is of great interest and significance, but has met with only limited success to date. We herein report the enantioselective hydrosilylation of alkenes with dihydrosilanes by a chiral half-sandwich scandium catalyst, which constitutes an efficient and general route for the synthesis of a wide range of enantioenriched silicon-stereogenic silanes from easily accessible starting materials. This reaction features a broad substrate scope, high yields, and high enantioselectivity. Some of the chiral tertiary silane products were also converted into valuable derivatives, such as chiral silanol, quaternary silane, and benzosilole compounds.
引用
收藏
页码:12342 / 12346
页数:5
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