期刊
ORGANIC CHEMISTRY FRONTIERS
卷 4, 期 9, 页码 1858-1862出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00370f
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资金
- NSFC [21172255]
- Ministry of Science and Technology of China [2015BAK45B01]
The enantioselective Mukaiyama-Mannich reaction of cyclic N-sulfonyl alpha-ketiminoesters and silyl enol ethers was realized for the first time using a Ni(II)-bis(oxazoline) complex. Both di-and tri-substituted silyl enol ethers as well as silyl dienol ethers generated from the corresponding aromatic ketones or alpha, beta-unsaturated ketones were well tolerated in this reaction. The reaction proceeded smoothly under mild conditions to provide a series of enantioenriched benzofused sultams containing an alpha-quaternary alpha-amino ester and an aromatic ketone moiety. Moreover, the products can be readily converted into potentially bioactive benzosultams including aziridine and polycyclic benzosultams.
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