期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 22, 页码 9932-9937出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c03993
关键词
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资金
- National Institutes of Health [GM120281]
- National Science Foundation [CHE-1936422]
- Welch Foundation [AT-0041]
A photoinduced palladium-catalyzed 1,2-carbofunctionalization of conjugated dienes has been developed. This mild modular approach, which does not require employment of exogeneous photosensitizers and external oxidants, allows for efficient and highly regio- and stereoselective synthesis of a broad range of allylic amines from readily available 1,3-dienes, alkyl iodides, and amines. Employment of O- and C-nucleophiles toward oxyalkylation and dialkylation products was also demonstrated. A putative pi-allyl palladium radical-polar crossover path is proposed as a key event in this three-component coupling process. The utility of this protocol is highlighted by its application for derivatization of several amine-containing drugs.
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