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Synthesis of Enantiomerically Enriched Imidazolidin‐2‐Ones through Asymmetric Palladium‐Catalyzed Alkene Carboamination Reactions
Author(s) -
Hopkins Brett A.,
Wolfe John P.
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.201205233
Subject(s) - chemistry , alkene , political science , catalysis , organic chemistry
Positive water effect : A catalyst composed of [Pd 2 (dba) 3 ] (dba=dibenzylideneacetone) and ( S )‐Siphos‐PE is effective for the enantioselective coupling of N ‐allyl ureas with aryl bromides to afford 4‐substituted imidazolidin‐2‐ones. Added water leads to significantly improved enantioselectivities with electron‐poor aryl halide substrates. It is suggested that the CC bond‐forming reductive elimination is the enantiodetermining step in these reactions.