Tetrahedron

Preparation, properties and synthetic potentials of fluorous boronates

Y Huang, D Chen, FL Qing

Index: Huang, Yangen; Chen, Dajun; Qing, Feng-Ling Tetrahedron, 2003 , vol. 59, # 40 p. 7879 - 7886

Full Text: HTML

Citation Number: 12

Abstract

A fluorous approach to the chemistry of boronic acids and its application in fluorous-phase techniques are described. Treatment of fluorous bromosilane 2 with allyl Grignard reagent followed by dihydroxylation provided fluorous diol 1. A series of boronic acids were attached to 1 by esterification. The formed fluorous boronates 4 were moisture sensitive and thus their synthetic potentials were limited. Thus a fluorous pinacol, 5, was designed and ...