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

Masaya Nakata; Seiji Akazawa; Shuji Kitamura; Kuniaki Tatsuta

doi:10.1016/S0040-4039(00)92386-4

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

Masaya Nakata, Seiji Akazawa, Shuji Kitamura, Kuniaki Tatsuta

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

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 language	English
Pages (from-to)	5363-5366
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4039(00)92386-4
Publication status	Published - 1991 Sep 23

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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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.",

author = "Masaya Nakata and Seiji Akazawa and Shuji Kitamura and Kuniaki Tatsuta",

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AU - Tatsuta, Kuniaki

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