1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran syntheses

被引：37

作者：

Avery, TD

Caiazza, D

Culbert, JA

Taylor, DK ^{[1
]}

Tiekink, ERT

机构：

[1] Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia

[2] Griffith Univ, Sch Sci, Brisbane, Qld 4111, Australia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 21期

关键词：

D O I：

10.1021/jo050806n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for the construction of tetrahydropyrans derived from readily available 1,2-dioxines containing a tethered hydroxyl moiety is described. The reaction proceeds via a base-catalyzed rearrangement of the 1,2-dioxines to either the isomeric cis or trans gamma-hydroxy enones followed by intramolecular oxa-Michael addition of the tethered hydroxyl group.

引用

收藏

页码：8344 / 8351

页数：8

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