1.
Angew Chem Int Ed Engl
; 51(45): 11376-80, 2012 Nov 05.
Article
in English
| MEDLINE
| ID: mdl-23074015
ABSTRACT
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-ß-hydroxyphosphonates. The high level of enantiocontrol provides evidence for the intermediacy of metal-bound ammonium ylide in the product-forming step.
Subject(s)
Aldehydes/chemistry , Aniline Compounds/chemistry , Carboxylic Acids/chemical synthesis , Organophosphonates/chemistry , Rhodium/chemistry , Azo Compounds/chemistry , Carboxylic Acids/chemistry , Catalysis , Molecular Structure , Stereoisomerism
2.
Chem Commun (Camb)
; 48(36): 4299-301, 2012 May 07.
Article
in English
| MEDLINE
| ID: mdl-22447038
ABSTRACT
The chiral iridium porphyrin [Ir((-)-D(4)-Por*)(Me)(EtOH)] displays excellent reactivity and stereoselectivity towards carbene insertion to C-H and Si-H bonds, affording corresponding products in high yields (up to 96%) and high enantioselectivities (up to 98% ee).