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An effective route to fluorine containing asymmetric alpha-aminophosphonates using chiral Bronsted acid catalyst
Authors:Bhadury Pinaki S  Zhang Yuping  Zhang Sha  Song Baoan  Yang Song  Hu Deyu  Chen Zhuo  Xue Wei  Jin Linhong
Affiliation:Center for Research and Development of Fine Chemicals, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, People's Republic of China.
Abstract:Asymmetric addition of dialkyl phosphites (--CH2CH3, --CH2CH2CH3, --CH(CH3)2, --CH2(CH2)3CH3, --CH2CH2OCH3 and --CH2CH2OC2H5) induced by chiral organocatalyst e.g. (R)- and (S)-3,3'-[3,5-bis(trifluoromethyl)phenyl]2-1,1'-binaphthyl phosphate on fluorinated aldimines derived from cinnamaldehyde has been found effective to give new bioactive alpha-aminophosphonates in good yields (58-73%) and high enantiomeric excess (64.6%-90.6%) under mild conditions.
Keywords:asymmetric α‐aminophosphonates  chiral Bronsted acid  enantiomeric excess  fluorinated imine  cinnamaldehyde
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