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Efficient Chiral N‐Heterocyclic Carbene/Copper(I)‐Catalyzed Asymmetric Allylic Arylation with Aryl Grignard Reagents
Author(s) -
Selim Khalid B.,
Matsumoto Yasumasa,
Yamada Kenichi,
Tomioka Kiyoshi
Publication year - 2009
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.200904676
Subject(s) - carbene , aryl , reagent , denticity , regioselectivity , catalysis , allylic rearrangement , enantiomer , yield (engineering) , phosphoramidite , combinatorial chemistry , chemistry , enantiomeric excess , copper , organic chemistry , enantioselective synthesis , physics , crystal structure , oligonucleotide , thermodynamics , dna , biochemistry , alkyl
Gamma rules : The title reaction was achieved in a highly regioselective manner using aryl Grignard reagents with monodentate chiral N‐heterocyclic carbene–copper(I) catalyst to give diarylvinylmethanes with excellent enantiomeric excess in excellent yield (see scheme).