Highly cis- or trans-selective oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers

被引：18

作者：

Dixon, DJ ^{[1
]}

Ley, SV ^{[1
]}

Tate, EW ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 19期

关键词：

D O I：

10.1039/a904891j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Low temperature Lewis acid catalysed oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers lead to the corresponding trans-ketones in a highly diastereoselective manner, whereas at higher temperatures the cis-ketones are formed with a high degree of selectivity under thermodynamic control.

引用

页码：2665 / 2667

页数：3

共 18 条

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