Bicyclic guanidine-catalyzed enantioselective phospha-Michael reactions

ORGN 166

Xiao Fu, g0403051@nus.edu.sg and Choon-Hong Tan, chmtanch@nus.edu.sg. Department of Chemistry, National University of Singapore, 3 Science Drive 3, S8-03-01, 117543, Singapore, NA, Singapore
Chiral bicyclic guanidine (2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole) has been found catalyzed the Phospha-Michael reaction of diaryl phosphine oxide to nitrostyrenes with high enantioselectivities. This is a direct and atom economical methodology for the preparation of chiral á-substituted â-aminophosphines oxides and â-aminophosphines with high enantioselectivities. These novel aminophosphines are potentially usefeuu as catalyst and ligands in metal catalyzed reactions.