Dirhodium carboxylates catalyzed enantioselective coupling reactions of α-diazophosphonates, anilines, and electron-deficient aldehydes.
Chiral dirhodium carboxylate complexes ([Rh(2)(S-PTAD)(4)] or [Rh(2)(S-PTTL)(4)]) 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.
Department of Chemistry, Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, University of Hong Kong, China.
Cong-Ying
CY
Zhou
Jing-Cui
JC
Wang
Jinhu
J
Wei
Zhen-Jiang
ZJ
Xu
Zhen
Z
Guo
Kam-Hung
KH
Low
Chi-Ming
CM
Che
D000447:Aldehydes / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D000814:Aniline Compounds; D001391:Azo Compounds; D002264:Carboxylic Acids; D063065:Organophosphonates; D012238:Rhodium