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An effective route to fluorine containing asymmetric alpha-aminophosphonates using chiral Bronsted acid catalyst.

作者信息

Bhadury Pinaki S, Zhang Yuping, Zhang Sha, Song Baoan, Yang Song, Hu Deyu, Chen Zhuo, Xue Wei, Jin Linhong

机构信息

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.

出版信息

Chirality. 2009 May;21(5):547-57. doi: 10.1002/chir.20645.

DOI:10.1002/chir.20645
PMID:18698647
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.

摘要

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引用本文的文献

1
Asymmetric synthesis of alpha-aminophosphonates using the inexpensive chiral catalyst 1,1'-binaphthol phosphate.使用廉价手性催化剂 1,1'-联萘酚磷酸酯进行 alpha-氨基膦酸酯的不对称合成。
Molecules. 2010 Aug 24;15(8):5782-96. doi: 10.3390/molecules15085782.