Aryl Fluorosulfate Trapped Staudinger Reduction

被引:20
作者
Ren, Gerui [1 ,4 ]
Zheng, Qinheng [1 ,2 ]
Wang, Hua [1 ,3 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, TSRI Grad Program, La Jolla, CA 92037 USA
[3] Scripps Res Inst, Dept Chem Physiol, La Jolla, CA 92037 USA
[4] Zhejiang Gongshang Univ, Sch Food Sci & Biotechnol, Dept Appl Chem, Hangzhou 310035, Zhejiang, Peoples R China
关键词
CLICK CHEMISTRY; LIGATION; BIOCONJUGATION; LEELAMINE; SUFEX; AZIDE;
D O I
10.1021/acs.orglett.7b00406
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:1582 / 1585
页数:4
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