Organic letters

A convenient, general synthesis of 1, 1-dimethylallyl esters as protecting groups for carboxylic acids

M Sedighi, MA Lipton

文献索引：Sedighi, Minoo; Lipton, Mark A. Organic Letters, 2005 , vol. 7, # 8 p. 1473 - 1475

全文：HTML全文

被引用次数: 11

摘要

Carboxylic acids were converted in high yield to their 1, 1-dimethylallyl (DMA) esters in two steps. Palladium-catalyzed deprotection of DMA esters was shown to be compatible with tert- butyl, benzyl, and Fmoc protecting groups, and Fmoc deprotection could be carried out selectively in the presence of DMA esters. DMA esters were also shown to be resistant to nucleophilic attack, suggesting that they will serve as alternatives to tert-butyl esters when ...