Synthesis of isomeric 1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonanes and 1′-hydroxybrevicomin from ethyl 5-oxohexenoate ethyleneacetal through cyclopropanation of an ester group followed by oxidative opening of the three-membered ring

被引：8

作者：

Astashko, D. A. ^{[1
]}

Kulinkovich, O. G. ^{[1
]}

Tyvorskii, V. I. ^{[1
]}

机构：

[1] Belarusian State Univ, Minsk 220030, BELARUS

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 42卷 / 05期

关键词：

D O I：

10.1134/S1070428006050125

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Syntheses were performed of (+/-)-endo-1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane and (+/-)-1'-hydroxyexo-brevicomin constituting racemic forms of the secretion components of pine weever (Hylobius abietis) and bark beetle of upland pines (Dendroctonus ponderosae) through cyclopropanation of the ester group of an available ethyl 5-oxohexanoate ethyleneacetal with the subsequent oxidative opening of the three-membered ring in the compound obtained.

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页码：719 / 723

页数：5

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