期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 144, 期 18, 页码 7972-7977出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.2c02753
关键词
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资金
- National Key R&D Program of China [2021YFA1500100]
- National Natural Science Foundation of China [91956202, 21971255, 21790330, 21821002]
- Science and Technology Commission of Shanghai Municipality [19590750400, 21520780100, 20JC1417000]
- Key Research Program of Frontier Science [QYZDJSSW-SLH055]
- Chinese Academy of Sciences [121731KYSB20190016]
- Youth Innovation Promotion Association, CAS [2018292]
A novel Pd(II)-catalyzed enantioselective Markovnikov hydrooxygenation of unactivated terminal alkenes using a substituted pyridinyl oxazoline (Pyox) ligand has been developed. The (EtO)(2)MeSiH/BQ redox system is crucial for the highly selective and efficient hydrooxygenation, where alkylpalladium(II) species generated from enantioselective oxypalladation step is reduced by silane. This method provides an efficient access to optically pure alcohol esters from easily available alkenes with excellent enantioselectivities and features a broad substrate scope.
A novel Pd(II)-catalyzed enantioselective Markovnikov hydrooxygenation of unactivated terminal alkenes using a substituted pyridinyl oxazoline (Pyox) ligand has been developed. Herein it was discovered that the (EtO)(2)MeSiH/BQ redox system is vital for the highly selective and efficient hydrooxygenation, where the alkylpalladium(II) species generated from enantioselective oxypalladation step is reduced by silane. This method provides efficient access to optically pure alcohol esters from easily available alkenes with excellent enantioselectivities and features a broad substrate scope.
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