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Dirhodium Carboxylates Catalyzed Enantioselective Coupling Reactions of α‐Diazophosphonates, Anilines, and Electron‐Deficient Aldehydes
Author(s) -
Zhou CongYing,
Wang JingCui,
Wei Jinhu,
Xu ZhenJiang,
Guo Zhen,
Low KamHung,
Che ChiMing
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.201206551
Subject(s) - ylide , catalysis , chemistry , ammonium , carboxylate , enantioselective synthesis , metal , medicinal chemistry , coupling reaction , electron , stereochemistry , organic chemistry , physics , quantum mechanics
Chiral dirhodium carboxylate complexes ([Rh 2 ( S ‐PTAD) 4 ] or [Rh 2 ( S ‐PTTL) 4 ], see scheme) efficiently catalyze asymmetric three‐component coupling reactions of α ‐diazophosphonates, anilines, and electron‐deficient aldehydes to give α ‐amino‐ β ‐hydroxyphosphonates. The high level of enantiocontrol provides evidence for the intermediacy of metal‐bound ammonium ylide in the product‐forming step.