Pronounced rate enhancements in condensation reactions attributed to the fluorous tag in modified Mukaiyama reagents

M Matsugi, S Nakamura, Y Kunda, Y Sugiyama…

Index: Matsugi, Masato; Nakamura, Shuichi; Kunda, Yoko; Sugiyama, Yuya; Shioiri, Takayuki Tetrahedron Letters, 2010 , vol. 51, # 1 p. 133 - 135

Full Text: HTML

Citation Number: 11

Abstract

The observed rate enhancement for the condensation reaction between 2-phenyl benzoic acid and isopropanol mediated by fluorous Mukaiyama reagents is described. It is shown that Mukaiyama reagents bearing a fluorous tag increase the reaction rate considerably when compared to their non-fluorous tagged counterpart. Furthermore, it is observed that the longer the fluorous chain, the higher the activity of the Mukaiyama reagent.