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Flexible Gold‐Catalyzed Regioselective Oxidative Difunctionalization of Unactivated Alkenes
Author(s) -
de Haro Teresa,
Nevado Cristina
Publication year - 2011
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.201005763
Subject(s) - regioselectivity , alkene , reductive elimination , catalysis , chemistry , aziridine , combinatorial chemistry , nucleophile , oxidative addition , medicinal chemistry , organic chemistry , ring (chemistry)
Au I /Au III catalytic cycles can trigger three highly regioselective alkene difunctionalization processes that involve the formation of C(sp 3 )O, C(sp 3 )N, and C(sp 3 )C(sp 2 ) bonds. The reaction can proceed by reductive elimination on the oxidized gold center with complete retention of the configuration or through two subsequent nucleophilic substitution reactions via an aziridine intermediate.