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Palladium‐Catalyzed Enantioselective Allylic Alkylations through C–H Activation
Author(s) -
Trost Barry M.,
Thaisrivongs David A.,
Donckele Etienne J.
Publication year - 2013
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.201207870
Subject(s) - stereocenter , phosphoramidite , enantioselective synthesis , allylic rearrangement , palladium , chemistry , combinatorial chemistry , ligand (biochemistry) , computer science , class (philosophy) , catalysis , organic chemistry , artificial intelligence , dna , biochemistry , receptor , oligonucleotide
A new ligand class : The title reaction was made possible by the discovery of a new class of phosphoramidite ligands. A variety of sterically and electronically diverse allylarenes undergo reaction with 2‐acetyl‐1‐tetralones to form quaternary carbon stereocenters. This is a conceptually and mechanistically distinct strategy from traditional methods for the synthesis of enantioenriched allylic substitution products. 2,6‐DMBQ=2,6‐dimethylbenzoquinone.