期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 72, 期 15, 页码 5587-5591出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo0705014
关键词
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Aziridines were formed by copper-catalyzed intramolecular nitrene addition to alkenes. The carbamate group was used as the tether between the alkene and the nitrene. Subsequent nucleophilic attack of the aziridine was accomplished using RSH, R2NH, N-3(-), or ROH as the nucleophile. This addition was found to be regio- and stereoselective. This methodology has been used to demonstrate its utility in the regio- and stereoselective synthesis of a 1,2-diamino-3-hydroxycyclohexane. This substitution pattern is found in natural products such as Tamiflu.
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