Oxidatively generated electrophiles as initiators of epoxide cascade cyclization processes

被引：11

作者：

Kumar, VS ^{[1
]}

Wan, SY ^{[1
]}

Aubele, DL ^{[1
]}

Floreancig, PE ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 21期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1016/j.tetasy.2005.08.055

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Oxidatively generated oxocarbenium ions are shown to be effective promoters of polyepoxide cascade cyclization reactions to form polyether compounds. The reaction conditions are neutral, ensuring that background acid-mediated processes are not operative and that other acid-sensitive functional groups, such as acetals, can be incorporated into cyclization substrates. While 5-exo pathways are more common that 6-endo pathways, a rational design has been employed to access tetrahydropyranyl ethers. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：3570 / 3578

页数：9