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Molecules 2010, 15(8), 5782-5796; doi:10.3390/molecules15085782

Asymmetric Synthesis of α-Aminophosphonates Using the Inexpensive Chiral Catalyst 1,1’-Binaphthol Phosphate

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China
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Received: 19 June 2010 / Revised: 18 August 2010 / Accepted: 20 August 2010 / Published: 24 August 2010
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Abstract

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 α-amino-phosphonates 9 in moderate yields (30–65%) and enantiomeric excess (8.4%–61.9%).
Keywords: α-aminophosphonate derivatives; aldimines; cinnamaldehyde; chiral organo- catalyst; asymmetric addition α-aminophosphonate derivatives; aldimines; cinnamaldehyde; chiral organo- catalyst; asymmetric addition
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Xu, W.; Zhang, S.; Yang, S.; Jin, L.-H.; Bhadury, P.S.; Hu, D.-Y.; Zhang, Y. Asymmetric Synthesis of α-Aminophosphonates Using the Inexpensive Chiral Catalyst 1,1’-Binaphthol Phosphate. Molecules 2010, 15, 5782-5796.

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