Enantiospecific total synthesis of (-)-allosamizoline, and aminocyclitol moiety of the insect chitinase inhibitor allosamidin

Masaya Nakata, Seiji Akazawa, Shuji Kitamura, Kuniaki Tatsuta

Research output: Contribution to journalArticle

60 Citations (Scopus)

Abstract

Total synthesis of (-)-allosamizoline (2), an aminocyclitol moiety of the insect chitinase inhibitor allosamidin (1) has been enantiospecifically synthesized from D-glucosamine by using an intramolecular cycloaddition of the nitrile oxide to an olefin as a key step.

Original languageEnglish
Pages (from-to)5363-5366
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number39
DOIs
Publication statusPublished - 1991 Sep 23

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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