Nitrolysis of carboxylic t-butyl and 1-adamantyl esters

被引：12
|
作者：
Strazzolini, P [1 ]
Dall'Arche, MG [1 ]
Giumanini, AG [1 ]
机构：
[1] Univ Udine, Dept Chem Sci & Technol, I-33100 Udine, Italy
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 50期
关键词：
carboxylic acids and derivatives; deblocking; nitric acid and derivatives; protecting groups;
D O I：
10.1016/S0040-4039(98)02079-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A cheap, less problematic, efficient and selective reagent for the removal of the t-butyl and 1-adamantyl protecting groups from carboxylic esters was found to be commercial 100% HNO3 in CH2Cl2. Incidentally, 1,1-dimethylethyl nitrate and tricyclo[3.3.1.1(3,7)]dec-1-yl (1-adamantyl) nitrate are coproducts in a clean reaction. The procedure is in many ways superior to the method employing CF3COOH. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：9255 / 9258
页数：4
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