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NHC‐Cu‐Catalyzed Enantioselective Hydroboration of Acyclic and Exocyclic 1,1‐Disubstituted Aryl Alkenes
Author(s) -
Corberán Rosa,
Mszar Nicholas W.,
Hoveyda Amir H.
Publication year - 2011
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.201102398
Subject(s) - hydroboration , enantioselective synthesis , aryl , catalysis , chemistry , organic chemistry , alkyl
Tough nut to crack : Chiral bidentate N‐heterocyclic carbene copper complexes were designed that promote enantioselective hydroborations of one of the most difficult substrate classes: acyclic and exocyclic 1,1‐disubstituted alkenes undergo reaction with >98 % site selectivity, in up to >98 % yield and e.r=96.5:3.5 (see scheme, B 2 (pin) 2 = bis(pinacolato)diboron).