Takayuki Shioiri
University of Tokyo
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Publication
Featured researches published by Takayuki Shioiri.
Tetrahedron | 1974
Kunihiro Ninomiya; Takayuki Shioiri; Shunichi Yamada
Abstract A simple one-step conversion of carboxylic acids to urethanes was achieved by diphenyl phosphorazidate (DPPA). The reaction procedure is quite simple, occurring by refluxing an equimolecular mixture of a carboxylic acid, DPPA, and triethylamine in the presence of a hydroxyl component. Aromatic, aliphatic, and heterocyclic carboxylic acids underwent rearrangements in satisfactory yields. As this modified Curtins reaction is much simpler and less laborious than the classical Curtius reaction and proceeds under mild conditions, it may have a broad synthetic utility.
Tetrahedron | 1976
Takayuki Shioiri; Y. Yokoyama; Y. Kasai; Shunichi Yamada
Abstract Diethyl phosphorocyanidate(DEPC) reacts with carboxylic acids in the presence of triethylamine leading to transient formation of acyl cyanides, but in presence of alcohols or amines, carboxylic esters or amides are produced. DEPC is especially effective for the synthesis of amides and peptides, and showed a satisfactory result on the Young racemization test.
Cellular and Molecular Life Sciences | 1976
Shunichi Yamada; Y. Yokoyama; Takayuki Shioiri
Coupling of peptide alkylthiol esters with amino acid derivatives in the presence of pivalic acid or 2-hydroxypyridine proceeds without racemization. A dual role of alkylthiol esters as protective and reactive functions in peptide synthesis was well proved.
Cellular and Molecular Life Sciences | 1976
Shunichi Yamada; Y. Yokoyama; Takayuki Shioiri
A new method for sequencing peptides is proposed. As a model experiment for this, Bz-Gly-Pro-OH and Bz-Gly-Sar-OH were conveniently converted to their diketopiperazine derivatives by a co-operation of diphenyl phosphorazidate and 2-mercapto- or 2-hydroxypyridine.
Tetrahedron Letters | 1973
Shunichi Yamada; Yutaka Kasai; Takayuki Shioiri
Chemical & Pharmaceutical Bulletin | 1974
Takayuki Shioiri; Shunichi Yamada
Chemical & Pharmaceutical Bulletin | 1978
Tomei Oguri; Nobutaka Kawai; Takayuki Shioiri; Shunichi Yamada
Chemical & Pharmaceutical Bulletin | 1965
Shunichi Yamada; Takayuki Shioiri; Taisuke Itaya; Takeshi Hara; Rei Matsueda
Chemical & Pharmaceutical Bulletin | 1977
Tomei Oguri; Takayuki Shioiri; Shunichi Yamada
Chemical & Pharmaceutical Bulletin | 1974
Takayuki Shioiri; Shunichi Yamada