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Aryl Fluorosulfate Trapped Staudinger Reduction.

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.

SUBMITTER: Ren G 

PROVIDER: S-EPMC5922792 | biostudies-literature | 2017 Apr

REPOSITORIES: biostudies-literature

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Aryl Fluorosulfate Trapped Staudinger Reduction.

Ren Gerui G   Zheng Qinheng Q   Wang Hua H  

Organic letters 20170323 7

A chemoselective Staudinger reduction/sulfur(VI) fluoride exchange cascade has been developed to join two chemical segments through an aryl sulfamate ester (RNH-SO<sub>2</sub>-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. ...[more]

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