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Enantioselective One-Pot Synthesis of Ring-Fused Tetrahydroquinolines via Aerobic Oxidation and 1,5-Hydride Transfer/Cyclization Sequences

Authors
Suh, Chang WonKim, Dae Young
Issue Date
17-Oct-2014
Publisher
American Chemical Society
Keywords
Tetrahydroquinolines; 1; 5-Hydride transfer; aymmetric catalysis
Citation
Organic Letters, v.16, no.20, pp 5374 - 5377
Pages
4
Journal Title
Organic Letters
Volume
16
Number
20
Start Page
5374
End Page
5377
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/11773
DOI
10.1021/ol502575f
ISSN
1523-7060
1523-7052
Abstract
Enantioselective organocatalytic synthesis of tetrahydroquinolines has been achieved via an aerobic oxidation and a 1,5-hydride transfer/cyclization sequence. The feature of this research is a one-pot transformation of 3-arylprop-2-en-1-ol derivatives into tetrahydroquinolines using a Ru(VII)-catalyzed aerobic oxidation and highly efficient internal redox reactions. The synthetically useful ring-fused tetrahydroquinoline derivatives are obtained in moderate yields and high levels of enantioselectivity.
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