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Enantioselective Oxidative Cross‐Coupling Reaction of 3‐Indolylmethyl CH Bonds with 1,3‐Dicarbonyls Using a Chiral Lewis Acid‐Bonded Nucleophile to Control Stereochemistry
Author(s) -
Guo Chang,
Song Jin,
Luo ShiWei,
Gong LiuZhu
Publication year - 2010
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.201002108
Subject(s) - enantioselective synthesis , trifluoromethanesulfonate , lewis acids and bases , nucleophile , chemistry , malonate , chiral lewis acid , indole test , combinatorial chemistry , medicinal chemistry , organic chemistry , stereochemistry , catalysis
A highly enantioselective CH‐activation‐based oxidative coupling reaction of 3‐arylmethylindole derivatives with dibenzyl malonate by using chiral Lewis acid bonded nucleophiles provided an approach to indole derivatives (see scheme; DDQ=2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone, OTf=trifluoromethanesulfonate).