Preferential hydrogenolysis of NAP esters provides a new orthogonal protecting group strategy for carboxylic acids

被引：17

作者：

Gaunt, MJ ^{[1
]}

Boschetti, CE ^{[1
]}

Yu, JQ ^{[1
]}

Spencer, JB ^{[1
]}

机构：

[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(99)00014-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Selective hydrogenolysis of 2-naphthylmethyl (NAP) esters in the presence of a benzyl ester has been observed with a wide range of dicarboxylic acids. Orthogonal deprotection of NAP esters with challenging substrates can be achieved if the other carboxylic acids in the molecule are protected with 4-trifluoromethyl benzyl group instead of benzyl groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1803 / 1806

页数：4

共 9 条

[1] THE TOTAL SYNTHESES OF THE ISODITYROSINE-DERIVED CYCLIC TRIPEPTIDES OF4949-III AND K-13 - DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF K-13 [J].