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Indium‐Mediated Asymmetric Allylation of Acylhydrazones Using a Chiral Urea Catalyst
Author(s) -
Tan Kian L.,
Jacobsen Eric N.
Publication year - 2007
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.200603354
Subject(s) - enantioselective synthesis , reagent , catalysis , urea , chemistry , bifunctional , indium , combinatorial chemistry , organic chemistry
Urea‐ka! A new role for urea‐based chiral catalysts has been uncovered in the asymmetric allylation of acylhydrazones with allylindium reagents (see scheme; Bz: benzoyl). The best results were obtained using the bifunctional catalyst 1 , which bears a Lewis basic sulfinamide. This example represents the first highly enantioselective addition of an organometallic reagent catalyzed by a chiral urea catalyst.