碳水化合物中甲氧基保护基团的高效选择性脱除

Efficient and selective removal of methoxy protecting groups in carbohydrates.

作者信息

Boto Alicia, Hernández Dácil, Hernández Rosendo, Suárez Ernesto

机构信息

Instituto de Productos Naturales y Agrobiología del CSIC, Avda. Astrofísico Fco. Sánchez 3, 38206-La Laguna, Tenerife, Spain.

出版信息

Org Lett. 2004 Oct 14;6(21):3785-8. doi: 10.1021/ol048439+.

DOI:10.1021/ol048439+

PMID:15469349

Abstract

[reaction: see text] The selective removal from carbohydrate substrates of methoxy protecting groups next to hydroxy groups is reported. On treatment with PhI(OAc)(2)-I(2), the methoxy group is transformed into an easily removable acetal. The mild conditions of this methodology are compatible with many functional groups, and good to excellent yields are usually achieved.

摘要

[反应：见原文] 据报道，可选择性地从碳水化合物底物上去除羟基旁边的甲氧基保护基。用PhI(OAc)₂ - I₂处理时，甲氧基会转化为易于去除的缩醛。该方法的温和条件与许多官能团兼容，通常能获得良好至优异的产率。