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Enantioselective Silylation of Aliphatic C−H Bonds for the Synthesis of Silicon‐Stereogenic Dihydrobenzosiloles
Author(s) -
Yang Bo,
Yang Wu,
Guo Yonghong,
You Lijun,
He Chuan
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202009912
Subject(s) - stereocenter , enantioselective synthesis , hydrosilylation , silylation , silanes , chemistry , alkene , intramolecular force , rhodium , vinylsilane , stereochemistry , organic chemistry , catalysis , silane
A rhodium(I)‐catalyzed enantioselective silylation of aliphatic C−H bonds for the synthesis of silicon‐stereogenic dihydrobenzosiloles is demonstrated. This reaction involves a highly enantioselective intramolecular C(sp 3 )−H silylation of dihydrosilanes, followed by a stereospecific intermolecular alkene hydrosilylation leading to the asymmetrically tetrasubstituted silanes. A wide range of dihydrosilanes and alkenes displaying various functional groups are compatible with this process, giving access to a variety of highly functionalized silicon‐stereogenic dihydrobenzosiloles in good to excellent yields and enantioselectivities.