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Cobalt‐Catalyzed One‐Pot Asymmetric Difunctionalization of Alkynes to Access Chiral gem ‐(Borylsilyl)alkanes
Author(s) -
You Yang'en,
Ge Shaozhong
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202107405
Subject(s) - hydrosilylation , cobalt , enantioselective synthesis , hydroboration , chemistry , catalysis , combinatorial chemistry , organic chemistry , medicinal chemistry
Enantioselective cobalt‐catalyzed one‐pot hydrosilylation and hydroboration of terminal alkynes has been developed employing a cobalt catalyst generated from Co(acac) 2 and ( R , R )‐Me‐Ferrocelane. A variety of terminal alkynes undergo this asymmetric transformation, affording the corresponding gem ‐(borylsilyl)alkane products with high enantioselectivity (up to 98 % ee ). This one‐pot reaction combines ( E )‐selective hydrosilylation of alkynes and consecutive enantioselective hydroboration of ( E )‐vinylsilanes with one chiral cobalt catalyst. This protocol represents the most straightforward approach to access versatile chiral gem ‐(borylsilyl)alkanes from readily available alkynes with commercially available cobalt salt and chiral ligand.