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Construction of Chiral Tetraorganosilicons by Tandem Desymmetrization of Silacyclobutanes/Intermolecular Dehydrogenative Silylation
Author(s) -
Zhang QingWei,
An Kun,
Liu LiChuan,
Zhang Qi,
Guo Huifang,
He Wei
Publication year - 2017
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.201609022
Subject(s) - desymmetrization , stereocenter , tandem , silylation , chemistry , intermolecular force , reactivity (psychology) , ligand (biochemistry) , stereochemistry , combinatorial chemistry , organic chemistry , enantioselective synthesis , catalysis , molecule , materials science , biochemistry , medicine , alternative medicine , receptor , pathology , composite material
We report a method to construct chiral tetraorganosilicons by tandem silacyclobutane (SCB) desymmetrization–dehydrogenative silylations. A wide array of dibenzosiloles with stereogenic quaternary silicon centers were obtained in good yields and enantioselectivities up to 93 % ee . Chiral TMS‐segphos was found to be a superior ligand in terms of reactivity and enantioselectivity.