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- Title
Scandium-Catalyzed Cascade Cyclization to Produce Cyclobutane-Fused Tetrahydroquinoline, Chromane, Thiochromane, and Tetrahydronaphthalene Derivatives.
- Authors
Nakano, Shun ‐ ichi; Kakugawa, Kazumi; Nemoto, Tetsuhiro; Hamada, Yasumasa
- Abstract
We have succeeded in the highly diastereoselective synthesis of cyclobutane-fused multi-cyclic 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.
- Subjects
TETRAHYDRONAPHTHALENE; RING formation (Chemistry); CYCLIC compounds; RING-opening reactions; SCANDIUM
- Publication
Advanced Synthesis & Catalysis, 2014, Vol 356, Issue 9, p2088
- ISSN
1615-4150
- Publication type
Other
- DOI
10.1002/adsc.201400020