Synthetic studies on azadirachtin: An efficient asymmetric synthesis of the highly functionalized tricyclic decalin part of azadirachtin

Y. Yamamoto; J. Ishihara; N. Kanoh; A. Murai

doi:10.1055/s-2000-8224

Synthetic studies on azadirachtin: An efficient asymmetric synthesis of the highly functionalized tricyclic decalin part of azadirachtin

Y. Yamamoto, J. Ishihara, N. Kanoh, A. Murai

PHA - Molecular Pharmaceutical Science

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

24 Citations (Scopus)

Abstract

The detailed examination of intramolecular Diels-Alder reactions of several structurally related trienes led to construction of the desired tricyclic decalin moiety of azadirachtin with the α-hydroxyl groups at C1 and C3 as well as the oxygenated substituent at C8 in the naturally occurring form in good yields.

Original language	English
Pages (from-to)	1894-1906
Number of pages	13
Journal	Synthesis
Issue number	13
DOIs	https://doi.org/10.1055/s-2000-8224
Publication status	Published - 2000 Jan 1

Keywords

Azadirachtin
Cyclic carbonate
Decalin
Insect antifeedant
Intramolecular Diels-Alder reaction

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-2000-8224

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abstract = "The detailed examination of intramolecular Diels-Alder reactions of several structurally related trienes led to construction of the desired tricyclic decalin moiety of azadirachtin with the α-hydroxyl groups at C1 and C3 as well as the oxygenated substituent at C8 in the naturally occurring form in good yields.",

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AU - Kanoh, N.

AU - Murai, A.

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AB - The detailed examination of intramolecular Diels-Alder reactions of several structurally related trienes led to construction of the desired tricyclic decalin moiety of azadirachtin with the α-hydroxyl groups at C1 and C3 as well as the oxygenated substituent at C8 in the naturally occurring form in good yields.

KW - Azadirachtin

KW - Cyclic carbonate

KW - Decalin

KW - Insect antifeedant

KW - Intramolecular Diels-Alder reaction

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