Asymmetric synthesis of alpha-aminophosphonates using the inexpensive chiral catalyst 1,1'-binaphthol phosphate.
Asymmetric addition under mild conditions of dialkyl phosphites on aldimines derived from cinnamaldehyde catalyzed by the inexpensive chiral organocatalyst (R)-3,3'-[4-fluorophenyl](2)-1,1'-binaphthol phosphate has been found effective to give new alpha-amino-phosphonates 9 in moderate yields (30-65%) and enantiomeric excess (8.4%-61.9%).
Xu
Weiming
W
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China. xuweiming2009@163.com
Zhang
Sha
S
Yang
Song
S
Jin
Lin-Hong
LH
Bhadury
Pinaki S
PS
Hu
De-Yu
DY
Zhang
Yuping
Y
D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D007097:Imines / Q000737:chemistry; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010710:Phosphates / Q000737:chemistry* / Q000191:economics*; D013237:Stereoisomerism
D007097:Imines; D063065:Organophosphonates; D009943:Organophosphorus Compounds; D010710:Phosphates