期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 38, 页码 11604-11608出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201605238
关键词
aziridination; cobalt; heterocycles; metalloradical catalysis; radicals
资金
- NIH [R01-GM102554]
- NSF [CHE-1624216]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1624216] Funding Source: National Science Foundation
Cobalt(II)-based metalloradical catalysis (MRC) has been successfully applied for effective construction of the highly strained 2-sulfonyl-1,3-diazabicyclo[3.1.0]hexane structures in high yields through intramolecular radical aziridination of allylic sulfamoyl azides. The resulting [3.1.0] bicyclic aziridines prove to be versatile synthons for the preparation of a diverse range of 1,2- and 1,3-diamine derivatives by selective ring-opening reactions. As a demonstration of its application for target synthesis, the metalloradical intramolecular aziridination reaction has been incorporated as a key step for efficient synthesis of a potent neurokinin1 (NK1) antagonist in 60% overall yield.
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