Synthesis of Optically Active Cyclic Phosphorothionates and Phosphoramidothionates with Insecticidal Activity by Using a Chiral Phosphorylating Agent

Akinori Hirashima, Morifusa Eto

研究成果: ジャーナルへの寄稿記事

7 引用 (Scopus)

抄録

Chiral methyl p-nitrophenyl phosphorochloridothionate (MNPC) was utilized as a phosphorylating agent in the synthesis of optically active cyclic phosphorus esters including the enantiomers of 2-methoxy-4H-l,3,2-benzodioxaphosphorin 2-sulfide (salithion) and four diastereomers of 4-isobutyl-2-methoxy-l,3,2-oxazaphospholidine 2-sulfide (BMOS). Their insecticidal activity decreased in the following order; (S)>(R) in salithion and (S)P(S)C > (S)P(R)C > (R)P(R)C > (R)P(S)C in BMOS.

元の言語英語
ページ(範囲)2831-2839
ページ数9
ジャーナルAgricultural and Biological Chemistry
47
発行部数12
DOI
出版物ステータス出版済み - 1 1 1983

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Sulfides
sulfides
diastereomers
synthesis
Enantiomers
enantiomers
Phosphorus
Esters
esters
phosphorus
salithion

All Science Journal Classification (ASJC) codes

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

これを引用

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abstract = "Chiral methyl p-nitrophenyl phosphorochloridothionate (MNPC) was utilized as a phosphorylating agent in the synthesis of optically active cyclic phosphorus esters including the enantiomers of 2-methoxy-4H-l,3,2-benzodioxaphosphorin 2-sulfide (salithion) and four diastereomers of 4-isobutyl-2-methoxy-l,3,2-oxazaphospholidine 2-sulfide (BMOS). Their insecticidal activity decreased in the following order; (S)>(R) in salithion and (S)P(S)C > (S)P(R)C > (R)P(R)C > (R)P(S)C in BMOS.",
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AB - Chiral methyl p-nitrophenyl phosphorochloridothionate (MNPC) was utilized as a phosphorylating agent in the synthesis of optically active cyclic phosphorus esters including the enantiomers of 2-methoxy-4H-l,3,2-benzodioxaphosphorin 2-sulfide (salithion) and four diastereomers of 4-isobutyl-2-methoxy-l,3,2-oxazaphospholidine 2-sulfide (BMOS). Their insecticidal activity decreased in the following order; (S)>(R) in salithion and (S)P(S)C > (S)P(R)C > (R)P(R)C > (R)P(S)C in BMOS.

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