DEPROTECTION OF CARBOXYLIC ESTERS OF BETA-LACTAM HOMOLOGS - CLEAVAGE OF PARA-METHOXYBENZYL, DIPHENYLMETHYL, AND TERT-BUTYL ESTERS EFFECTED BY A PHENOLIC MATRIX

被引：29

作者：

TORII, S ^{[1
]}

TANAKA, H ^{[1
]}

TANIGUCHI, M ^{[1
]}

KAMEYAMA, Y ^{[1
]}

SASAOKA, M ^{[1
]}

SHIROI, T ^{[1
]}

KIKUCHI, R ^{[1
]}

KAWAHARA, I ^{[1
]}

SHIMABAYASHI, A ^{[1
]}

NAGAO, S ^{[1
]}

机构：

[1] OTSUKA CHEM CO LTD,TOKUSHIMA RES LABS,TOKUSHIMA 77101,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 11期

关键词：

D O I：

10.1021/jo00011a034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

p-Methoxybenzyl, diphenylmethyl, and tert-butyl esters were deprotected by gentle heating in phenol. This method of ester cleavage played an important role in beta-lactam synthesis. The mechanism of the reaction is believed to involve a proton relay through a hydrogen-bonded phenolic matrix.

引用

页码：3633 / 3637

页数：5

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