title: A soluble polymer-supported triflating reagent: a high-throughput synthetic approach to aryl and enol triflates.
abstract: [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.
authors.affiliation: Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California 92037, USA.
authors.forename: A D
authors.initials: AD
authors.lastname: Wentworth
authors.forename: P
authors.initials: P
authors.lastname: Wentworth
authors.forename: U F
authors.initials: UF
authors.lastname: Mansoor
authors.forename: K D
authors.initials: KD
authors.lastname: Janda
mesh_terms: D007202:Indicators and Reagents / Q000737:chemistry*; D008698:Mesylates / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007202:Indicators and Reagents; D008698:Mesylates