Synthesis and applications of a highly fluorous alkoxy ethyl ether protective group

被引：48

作者：

Wipf, P ^{[1
]}

Reeves, JT ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 28期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(99)00883-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A readily recyclable, fluorous alkoxy ethyl ether protecting group has been developed that allows for simple purification of small to medium-sized organic molecules by liquid-liquid extraction with FC-72/organic/aqueous solvents. The precursor vinyl ether 3 can be prepared in large quantity in a straightforward two step reaction sequence, Primary, secondary, and tertiary alcohols are protected in good to excellent yields, and the fluorous label is removed by mild acid treatment. The N-protection of 2-fluoroaniline demonstrates the feasibility of using 3 with amines. (C) 1999 Elsevier Science Ltd. All rights reserved.

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收藏

页码：5139 / 5142

页数：4

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