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Copper‐Catalyzed Asymmetric Conjugate Addition of Aryl Aluminum Reagents to Trisubstituted Enones: Construction of Aryl‐Substituted Quaternary Centers
Author(s) -
Hawner Christine,
Li Kangying,
Cirriez Virginie,
Alexakis Alexandre
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.200803436
Subject(s) - transmetalation , aryl , conjugate , reagent , chemistry , catalysis , medicinal chemistry , copper , combinatorial chemistry , organic chemistry , mathematics , mathematical analysis , alkyl
Al be back : Novel aryl and alkenyl aluminum reagents are generated through a halogen/Li exchange–Li/Al transmetalation sequence. These aryl alanes are used in the copper‐catalyzed asymmetric conjugate addition reaction to a variety of cyclic enones giving chiral aryl‐substituted quaternary centers (see scheme). Both, electron‐donating and electron‐withdrawing groups give full conversion and very good ee values.