Second generation fluorous dead reagents have expanded scope in the mitsunobu reaction and retain convenient separation features

S Dandapani, DP Curran

Index: Dandapani, Sivaraman; Curran, Dennis P. Journal of Organic Chemistry, 2004 , vol. 69, # 25 p. 8751 - 8757

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Citation Number: 44

Abstract

First generation fluorous DEAD reagent bis (perfluorohexylethyl) azo dicarboxylate (C6F13 (CH2) 2O2CN NCO2 (CH2) 2C6F13, F-DEAD-1) has been shown to underperform relative to diisopropylazodicarboxylate in difficult Mitsunobu reactions involving hindered alcohols or less acidic pronucleophiles (phenols). Two new second generation fluorous reagents bearing propylene spacers instead of the ethylene spacers show expanded reaction ...