A soluble polymer-supported triflating reagent: a high-throughput synthetic approach to aryl and enol triflates.
[reaction: see text] 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-supported byproduct can be quantitatively recovered and recycled into reagent 1.
Wentworth
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Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California 92037, USA.
Wentworth
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Mansoor
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Janda
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D007202:Indicators and Reagents / Q000737:chemistry*; D008698:Mesylates / Q000138:chemical synthesis* / Q000737:chemistry
D007202:Indicators and Reagents; D008698:Mesylates