4-PIVALOYLAMINOBENZYL ETHER, A NEW TEMPORARY PROTECTION FOR HYDROXYL FUNCTIONS

被引：16

作者：

FUKASE, K ^{[1
]}

YOSHIMURA, T ^{[1
]}

HASHIDA, M ^{[1
]}

KUSUMOTO, S ^{[1
]}

机构：

[1] OSAKA UNIV,FAC SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 32期

关键词：

D O I：

10.1016/0040-4039(91)80616-E

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Pivaloylaminobenzyl (PAB) group is a new benzyl-type protecting group which can be introduced either by initial introduction of 4-nitrobenzyl group followed by reduction and N-acylation or by the reaction of a hydroxyl compound with the corresponding halogenide or trichloroacetimidate. PAB ethers have higher acid stability than 4-methoxybenzyl ethers but are readily cleaved with DDQ in a manner similar to the latter.

引用

页码：4019 / 4022

页数：4

共 8 条

[1]

FISCHER O, BER, V28, P880

[2]

FUKASE K, 1990, TETRAHEDRON LETT, V31, P389

[3] STEREOSELECTIVE GLYCOSYLATION OF ALCOHOLS AND SILYL ETHERS USING GLYCOSYL FLUORIDES AND BORON-TRIFLUORIDE ETHERATE [J].