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
收藏
页码：3570 / 3578
页数：9
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