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Enantioselective Construction of Silicon‐Stereogenic Silanes by Scandium‐Catalyzed Intermolecular Alkene Hydrosilylation
Author(s) -
Zhan Gu,
Teng HuaiLong,
Luo Yong,
Lou ShaoJie,
Nishiura Masayoshi,
Hou Zhaomin
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201807493
Subject(s) - stereocenter , silanes , hydrosilylation , enantioselective synthesis , silane , scandium , catalysis , chlorosilane , alkene , silicon , chemistry , silanol , organic chemistry
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.