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IBS Publications RepositoryCenter for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단)1. Journal Papers (저널논문)
Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3-Hydroxytetrahydroquinolines
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- Title
- Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3-Hydroxytetrahydroquinolines
- Author(s)
- Kim, E; Hyun Ji Jeon; Sehoon Park; Sukbok Chang
- Subject
- Lewis acidic borane, ; hydroboration, ; consecutive reaction, ; ionic mechanism, ; diastereoselectivity
- Publication Date
- 2020-01
- Journal
- ADVANCED SYNTHESIS & CATALYSIS, v.362, no.2, pp.308 - 313
- Publisher
- WILEY-V C H VERLAG GMBH
- Abstract
- Described herein is an organoborane-catalysed consecutive borylative reduction of quinolines and isoquinolines to furnish tetrahydro(iso)quinolines bearing a C(sp(3))-B bond beta to the nitrogen atom. The installed C-B bond is oxidatively transformed to the hydroxy group in one pot. The present double hydroboration is proposed to proceed via a stepwise ionic mechanism involving a boronium ion. The stereo-outcome was found to be dependent on the position (C2 vs C4) of the substituents in quinolines. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
- ISSN
- 1615-4150
- Appears in Collections:
- Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
- Files in This Item:
- Double Hydroboration of Quinolines via Borane Catalysis.pdfDownload
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