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A Chiral Lewis Acid Strategy for Enantioselective Allylic CH Oxidation
Author(s) -
Covell Dustin J.,
White M. Christina
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.200802106
Subject(s) - enantioselective synthesis , allylic rearrangement , lewis acids and bases , chemistry , chiral lewis acid , benzoquinone , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
Skip the chiral ligand : A chiral Lewis acid strategy for effecting asymmetric induction in oxidative systems not amenable to strongly binding chiral ligands is disclosed and its mechanism investigated. The highest levels of enantioselectivity for allylic CH oxidation of terminal olefins is reported (see scheme; BQ=1,4‐benzoquinone, LA*=chiral Lewis acid)