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Aryl Fluorosulfate Trapped Staudinger Reduction.

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A chemoselective Staudinger reduction/sulfur(VI) fluoride exchange cascade has been developed to join two chemical segments through an aryl sulfamate ester (RNH-SO2-OAr) linkage. Aryl fluorosulfate is exploited in this work as… Click to show full abstract

A chemoselective Staudinger reduction/sulfur(VI) fluoride exchange cascade has been developed to join two chemical segments through an aryl sulfamate ester (RNH-SO2-OAr) linkage. Aryl fluorosulfate is exploited in this work as the first tetrahedral electrophilic trap for the in situ generated iminophosphorane. Ten examples using azide-containing compounds are presented.

Keywords: trapped staudinger; staudinger reduction; fluorosulfate trapped; aryl fluorosulfate

Journal Title: Organic letters
Year Published: 2017

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