Yasushi Arakawa

Synthesis of novel (R)- and (S)-piperidazine-3-phosphonic acids and transformation into (R)- and (S)-pyrrolidine-2-phosphonic acids

Abstract The first synthesis of a pair of (R)- and (S)-piperidazine-3-phosphonic acids was performed via a one-pot process of hetero Diels–Alder reaction and Lewis acid-catalyzed phosphonylation. The absolute configuration of the target compounds was established by a novel transformation into known (R)- and (S)-pyrrolidine-2-phosphonic acids.

A novel synthesis of cyclic α-hydrazinophosphonic acid

Abstract The first synthesis of 6-membered cyclic α-hydrazinophosphonic acid has been achieved using hetero Diels-Alder adducts.

Stereospecific synthesis of new 2,3,4,5-piperidinetetracarboxylic acids and 2,3,5-piperidinetricarboxylic acids

Abstract Diels–Alder adducts of 1,2-dihydropyridine with maleic and acrylic acid derivatives were stereospecifically converted by way of RuO 4 oxidation into new r -2, c -3, c -4, c -5-piperidinetetracarboxylic acid, r -2, t -3, t -4, c -5-piperidinetetracarboxylic acid, r -2, c -3, c -5-piperidinetricarboxylic acid, and r -2, t -3, c -5-piperidinetricarboxylic acid.