期刊
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
卷 88, 期 3, 页码 375-385出版社
CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20140291
关键词
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资金
- Ministry of Education, Culture, Sports, Science and Technology (Japan)
- ACT-C from Japan Science and Technology Agency (Japan)
- Grants-in-Aid for Scientific Research [14J07502, 26102004] Funding Source: KAKEN
The highly enantioselective synthesis of functionalized helicenes and helicene-like molecules have been achieved via rhodium-catalyzed [2+2+2] cycloaddition reactions. The rhodium-catalyzed enantioselective intramolecular [2+2+2] cycloaddition of 2-naphthol-linked triynes afforded [7]helicene-like molecules in good yields and ee values. The more sterically encumbered reaction, the rhodium-catalyzed enantioselective double intramolecular [2+2+2] cycloaddition of a 2-naphthol-linked hexayne, also proceeded to give a [11]helicene-like molecule with high ee value, although the product yield was low. Not only intramolecular cycloaddition reactions but also intermolecular ones were accomplished by combinations of electron-rich tetraynes and electron-poor diynes to give [7]- and [9]helicene-like molecules and [7]helicenes in varying yields and ee values.
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