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Exploiting the Electrophilic Properties of Indole Intermediates: New Options in Designing Asymmetric Reactions
Author(s) -
Loh Charles C. J.,
Enders Dieter
Publication year - 2012
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.201107575
Subject(s) - umpolung , iminium , indole test , electrophile , chemistry , reactivity (psychology) , organocatalysis , combinatorial chemistry , nucleophile , catalysis , computational chemistry , enantioselective synthesis , stereochemistry , organic chemistry , medicine , alternative medicine , pathology
Think electrophilic : While the classical π‐excessive indole is well‐known for its electrophilic substitutions at position C3, recent advances in asymmetric catalysis resulted in a surge in utilizing the less discussed electrophilic properties of iminium‐type intermediates (see picture) in complex annulations of indoles. Advances in Au I catalysis also allow an umpolung of the classical indole C3 reactivity.