Asymmetric Mannich-Type Synthesis of N-Phosphinyl alpha-Aminophosphonic Acid Monoesters

[摘要]：A convenient diastereoselective synthesis of diisopropyl (2R,3R)-3-{{{(R/S)-aryl[(diethoxyphosphinyl)amino]methyl}hydroxyphosphinyl}oxy}-2-hydroxybutanedioate through Mannich-type reactions is reported. The reactions take place under mild conditions in good yields, and this makes it possible to introduce various substituents at the alpha-position to the P-atom of alpha-aminophosphonates. The chiral diisopropyl (4R,5R)-2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate (3) was found to be a good phosphonylating agent in this stereoselective reaction.

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