期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 356, 期 9, 页码 2088-2096出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400020
关键词
cascade catalysis; cyclization; cyclobutanes; scandium; tetrahydroquinolines
资金
- Ministry of Educationx, Culture, Sports, Science, and Technology, Japan
- Chiba University
- Uehara Memorial Foundation
- Grants-in-Aid for Scientific Research [23390003] Funding Source: KAKEN
We have succeeded in the highly diastereoselective synthesis of cyclobutane-fused multicyclic compounds using a scandium-catalyzed cascade cyclization. Using 3-10 mol% of scandium(III) triflate [Sc(OTf)(3)], various cyclobutane-fused tetrahydroquinoline derivatives as well as its chromane, thiochromane, and tetrahydronaphthalene analogues were obtained in good to excellent yields. Derivatizations of the reaction products, as well as the plausible reaction mechanism, are also discussed.
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