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IBX-Mediated Oxidation and Internal Redox Reaction Cascade: Asymmetric One-Pot Synthesis of Ring-fused Tetrahydroquinolines

Authors
Kim, Mi HyunJeong, Hyun JungKim, Dae Young
Issue Date
Apr-2015
Publisher
대한화학회
Keywords
Asymmetric catalysis; Internal redox reaction; 1,5-Hydride transfer; Tetrahydroquinolines
Citation
Bulletin of the Korean Chemical Society, v.36, no.4, pp 1155 - 1160
Pages
6
Journal Title
Bulletin of the Korean Chemical Society
Volume
36
Number
4
Start Page
1155
End Page
1160
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/10756
DOI
10.1002/bkcs.10215
ISSN
0253-2964
1229-5949
Abstract
Organocatalytic asymmetric synthesis of tetrahydroquinolines has been achieved via oxidation and 1,5-hydride transfer/ring-closure cascade. The feature of this research is one-pot transformation of 3-arylprop-2-en-1-ol derivatives into tetrahydroquinolines using o-iodoxybenzoic acid-mediated oxidation and internal redox reactions. The synthetically useful ring-fused tetrahydroquinoline derivatives were obtained in moderate yields and high enantioselectivity.
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