Mamoru Kaname

First synthesis of lycoperdic acid

Abstract Lycoperdic acid, (2S,2′S)-2-amino-3-(2′-car☐y-5′-oxo-2′-tetrahydrofuranyl) propanoic acid, was synthesized from trans-4-hydroxy-L-proline.

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.

Tin-tellurium exchange reaction in tin-containing heterocycles: a new entry for the preparation of tellurium heterocycles

An alternative, simple and practical preparation of benzo[b]-tellurophene, 1H isotellurochromene, and 1-benzo- and 3-benzotellurepines by taking advantage of the tin-tellurium replacement reaction from the corresponding five-, six- and seven-membered tin-containing heterocycles was achieved.

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.

Novel Oxidative Ring Opening Reaction of 1H-Isotelluro- chromenes to Bis(o-formylstyryl) Ditellurides

The oxidation of 1-unsubstituted or 1-phenyl-1H-isotellurochromenes with m‑chloroperbenzoic acid (mCPBA) in CHCl3 resulted in a ring opening reaction to produce as the sole products the corresponding o-formyl or benzoyl distyryl ditellurides, which were also produced by the hydrolysis of the 2-benzotelluropyrylium salts readily prepared from the parent isotellurochromene.

2-SUBSTITUTED ISOTELLUROCHROMENIUM SALT DERIVATIVES: PREPARATIONS, STRUCTURES, SPECTROSCOPIC PROPERTIES

Several types of novel isotellurochromenium salt derivatives (2-10) were prepared from the isotellurochromenes (1). The isotellurochromenium tetrafluoroborates (2), triflates (3-5), tosylates (6) and mesylates (7) are telluronium salts, and the dihalogenoisotellurochromenes (8-10) are telluranes. The molecular structures of the isotellurochromenium tosylate (6a) and the dichloroisotellurochromene (8a) were characterized by an X-ray crystallographic analysis using the 3-tert-butyl derivatives.

Ruthenium Tetroxide Oxidation of N-Acyl Cyclic Amine-2-phosphonic Acid Diesters

The utility of the ruthenium tetroxide (RuO 4 ) oxidation of N-acyl cyclic amine-2-phosphonic acid esters was investigated. The oxidation of the N-protected cyclic amines (4, 5) having a phosphono diester group under the standard double layer condition of ethyl acetate-water using a catalytic amount of RuO 2 and excess NaIO 4 produce the corresponding lactams in good yields. The obtained lactam phosphono diesters (6, 7) were readily converted into the ω-amino-ω-phosphonocarboxylic acids (10, 11).