An effective route to fluorine containing asymmetric alpha-aminophosphonates using chiral Bronsted acid catalyst |
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Authors: | Bhadury Pinaki S Zhang Yuping Zhang Sha Song Baoan Yang Song Hu Deyu Chen Zhuo Xue Wei Jin Linhong |
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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. |
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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. |
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Keywords: | asymmetric α‐aminophosphonates chiral Bronsted acid enantiomeric excess fluorinated imine cinnamaldehyde |
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