Reiterative synthesis of trans-fused polytetrahydropyrans using the oxiranyl anion

被引：115

作者：

Mori, Y

机构：

[1] Faculty of Pharmacy, Meijo University, Tempaku, Nagoya, 468

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 1997年 / 3卷 / 06期

关键词：

C-C coupling; cyclizations; oxiranyl anion; synthetic methods; tetrahydropyrans;

D O I：

10.1002/chem.19970030604

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The oxiranyl anion is a very unstable nucleophilic epoxide. This previously uncommon nucleophile has now been used for the synthesis of polycyclic ethers. Alkylation of an oxiranyl anion, a three-carbon building block, with a triflate derived from tetrahydropyran-methanol followed by acid-catalyzed 6-endo cyclization provides a trans-fused bicyclic compound, Reiterative application of this procedure enables the rapid construction of trans-fused polytetrahydropyrans.

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页码：849 / 852

页数：4

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