Stereochemistry and Reactions of Aziridinyl-phosphinothionates Derived from Amino Acids

Akinori Hirashima, Morifusa Eto

研究成果: ジャーナルへの寄稿記事

1 引用 (Scopus)

抄録

Aziridinylphosphinothionates were prepared from optically active ethyl hydrogen phenylphos-phonothionates and l-bromo-2-alkanamines derived from leucine or valine. The aziridine ring was opened by the action of some nucleophiles. Refluxing the aziridinylphosphinothionates in acetone with sodium iodide caused hydrolysis accompanied by the rearrangement of the sulfur atom to give β-mercaptoethylphosphonamidates. The reaction mechanism was discussed with stereochemical considerations. The insecticidal activity of the products was also examined.

元の言語英語
ページ(範囲)829-838
ページ数10
ジャーナルAgricultural and Biological Chemistry
47
発行部数4
DOI
出版物ステータス出版済み - 1 1 1983

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Sodium Iodide
Nucleophiles
Stereochemistry
reaction mechanisms
stereochemistry
Valine
iodides
valine
Acetone
Sulfur
Leucine
acetone
hydrogen
leucine
Hydrogen
Hydrolysis
sulfur
hydrolysis
sodium
Amino Acids

All Science Journal Classification (ASJC) codes

  • Biochemistry, Genetics and Molecular Biology(all)
  • Agricultural and Biological Sciences(all)

これを引用

Stereochemistry and Reactions of Aziridinyl-phosphinothionates Derived from Amino Acids. / Hirashima, Akinori; Eto, Morifusa.

:: Agricultural and Biological Chemistry, 巻 47, 番号 4, 01.01.1983, p. 829-838.

研究成果: ジャーナルへの寄稿記事

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