期刊
ORGANIC LETTERS
卷 24, 期 21, 页码 3872-3877出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01490
关键词
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资金
- IAAR Research Support Program, Chiba University, Japan
- JSPS KAKENHI [19H02709, 21K18204, 20H04828]
- Grants-in-Aid for Scientific Research [21K18204, 19H02709, 20H04828] Funding Source: KAKEN
This study reports the asymmetric iodoetherification reaction of unfunctionalized alkenes and its catalyst triZn-II. The reaction shows high enantioselectivity and provides a new platform for the synthesis of chiral morpholines.
A newly prepared trinuclear Zn-3-(R,S,S)-aminoiminobinaphthoxide complex (triZn-II) catalyzed the first general intermolecular asymmetric iodoetherification of unfunctionalized alkenes. Using triZn-II, the iodoetherification reaction of unfunctionalized alkenes with o-nitrophenols proceeded smoothly to give the products with up to 92.5:7.5 er, and diene substrates were converted to the products with up to 99:1 er with the formation of a meso-isomer (DL/meso = 78/22). The chiral iodoethers gave a new platform for the synthesis of chiral morpholines.
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