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Enantioselective Synthesis of All‐Carbon Quaternary Stereogenic Centers by Catalytic Asymmetric Conjugate Additions of Alkyl and Aryl Aluminum Reagents to Five‐, Six‐, and Seven‐Membered‐Ring β‐Substituted Cyclic Enones
Author(s) -
May Tricia L.,
Brown M. Kevin,
Hoveyda Amir H.
Publication year - 2008
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.200802910
Subject(s) - stereocenter , chemistry , aryl , enantioselective synthesis , alkyl , catalysis , organic chemistry
Solution to pesky problems : Effective methods for catalytic asymmetric conjugate additions of alkyl and aryl aluminum reagents with unactivated β‐substituted cyclopentenones are now available (see scheme). Transformations, promoted by chiral bidentate N‐heterocyclic carbene (NHC) copper complexes derived from 1 , give rise to all‐carbon quaternary stereogenic centers.