Organic letters

A soluble polymer-supported triflating reagent: A high-throughput synthetic approach to aryl and enol triflates

AD Wentworth, P Wentworth, UF Mansoor…

Index: Wentworth; Wentworth Jr.; Mansoor; Janda Organic letters, 2000 , vol. 2, # 4 p. 477 - 480

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Citation Number: 27

Abstract

The high-yielding synthesis and application of the first example of a polymer-supported reagent for the preparation of trifluoromethanesulfonates (triflates) is described. This new reagent efficiently triflates aryl alcohols and lithium enolates in high yield (> 90%). A simple precipitation and filtration to remove the excess reagent and byproduct facilitate purification of the triflate products. The PEG-supported approach is highly efficient, as the PEG- ...