期刊
NATURE COMMUNICATIONS
卷 13, 期 1, 页码 -出版社
NATURE PORTFOLIO
DOI: 10.1038/s41467-022-33411-9
关键词
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资金
- NSFC [92156004, 22271143, 22271146]
- NSF of Jiangsu Province [BK20190281, BK20201245]
- programs for high-level entrepreneurial and innovative talents introduction of Jiangsu Province
- Fundamental Research Funds for the Central Universities [020514380282]
- Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University
In this study, a new synthetic method was reported for the highly enantioselective synthesis of chiral alpha-aminoboronates and their derivatives under mild conditions. The method was demonstrated to be efficient for the synthesis of a current pharmaceutical agent.
Chiral alpha-aminoboronic acids and their derivatives are generally useful as bioactive compounds and some have been approved as therapeutic agents. Here we report a NiH-catalysed asymmetric hydroamidation process that with a simple amino alcohol ligand can easily produce a wide range of highly enantioenriched alpha-aminoboronates from alkenyl boronates and dioxazolones under mild conditions. The reaction is proposed to proceed by an enantioselective hydrometallation followed by an inner-sphere nitrenoid transfer and C-N bond forming sequence. The synthetic utility of this transformation was demonstrated by the efficient synthesis of a current pharmaceutical agent, Vaborbactam.
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