Asymmetric Mannich-type Reaction Synthesis of N-phosphoramino α-Aminophosphonic Acids Monoesters

Fang Zhijia; Yang Haohao; Miao Zhiwei; Chen Ruyu

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Asymmetric Mannich-type Reaction Synthesis of N-phosphoramino α-Aminophosphonic Acids Monoesters

Fang Zhijia,Yang Haohao,Miao Zhiwei * #,Chen Ruyu

State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University

*Correspondence author

#Submitted by

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Funding: 高等学校博士学科点专项科研基金（No.20070055042）

Opened online:23 December 2010

Accepted by: none

Citation: Fang Zhijia,Yang Haohao,Miao Zhiwei.Asymmetric Mannich-type Reaction Synthesis of N-phosphoramino α-Aminophosphonic Acids Monoesters[OL]. [23 December 2010] http://en.paper.edu.cn/en_releasepaper/content/4398405

A convenient method has been developed for the diastereoselective synthesis of diisopropyl (R,R)-2-hydroxy-3-{(((R/S)-1-diethylphosphorylamido-1-arylmethyl) hydroxyphosphinyl)oxy}succin ate through Mannich-type reactions. The diastereoselectivity of the reaction using chiral reactant was investigated. The chiral 2-chloro-(4R,5R)-dicarboisopropoxy-1,3,2-dioxaphospholane 3 was found to be a good stereoselective phosphonylating agent towards this reaction.

Keywords:asymmetric synthesis; Mannich-type reaction; α-Aminophosphonic Acids Monoesters

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