A combined continuous microflow photochemistry and asymmetric organocatalysis approach for the enantioselective synthesis of tetrahydroquinolines

Erli Sugiono and Magnus Rueping
Beilstein J. Org. Chem. 2013, 9, 2457–2462. https://doi.org/10.3762/bjoc.9.284

Cite the Following Article

A combined continuous microflow photochemistry and asymmetric organocatalysis approach for the enantioselective synthesis of tetrahydroquinolines
Erli Sugiono and Magnus Rueping
Beilstein J. Org. Chem. 2013, 9, 2457–2462. https://doi.org/10.3762/bjoc.9.284

How to Cite

Sugiono, E.; Rueping, M. Beilstein J. Org. Chem. 2013, 9, 2457–2462. doi:10.3762/bjoc.9.284

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  • Farkas, G.; Madarász, J.; Bakos, J. Asymmetric Hydrogenation and Transfer Hydrogenation; Wiley, 2021; pp 307–337. doi:10.1002/9783527822294.ch10
  • Puglisi, A.; Rossi, S. Stereoselective organocatalysis and flow chemistry. Physical Sciences Reviews 2021, 6, 365–400. doi:10.1515/psr-2018-0099
  • Puglisi, A.; Rossi, S.; Herbrik, F.; Medici, F.; Benaglia, M. In-flow enantioselective homogeneous organic synthesis. Green Processing and Synthesis 2021, 10, 768–778. doi:10.1515/gps-2021-0073
  • Zhao, Z.-B.; Li, X.; Chen, M.-W.; Wu, B.; Zhou, Y.-G. Enantioselective Synthesis of Tetrahydroquinolines via One-Pot Cascade Biomimetic Reduction†. Chinese Journal of Chemistry 2020, 38, 1691–1695. doi:10.1002/cjoc.202000409
  • Castro, K. A. D. F.; Lourenço, L. M. O.; da Silva, R. S.; Tomé, J. P. C. Synthetic Approaches to Nonaromatic Nitrogen Heterocycles; Wiley, 2020; pp 699–728. doi:10.1002/9781119708841.ch22
  • Di Filippo, M.; Baumann, M. Continuous Flow Synthesis of Quinolines via a Scalable Tandem Photoisomerization-Cyclization Process. European Journal of Organic Chemistry 2020, 2020, 6199–6211. doi:10.1002/ejoc.202000957
  • Cao, R.; Antilla, J. C. Imine Amidation Catalyzed by a Chiral VAPOL Calcium Phosphate. Organic letters 2020, 22, 5958–5962. doi:10.1021/acs.orglett.0c02048
  • Morodo, R.; Bianchi, P.; Monbaliu, J.-C. Continuous Flow Organophosphorus Chemistry. European Journal of Organic Chemistry 2020, 2020, 5236–5277. doi:10.1002/ejoc.202000430
  • Jia, J.; Lefebvre, Q.; Rueping, M. Reductive coupling of imines with redox-active esters by visible light photoredox organocatalysis. Organic Chemistry Frontiers 2020, 7, 602–608. doi:10.1039/c9qo01428d
  • Wu, C.; Liao, J.; Ge, S. Cobalt‐Catalyzed Enantioselective Hydroboration/Cyclization of 1,7‐Enynes: Asymmetric Synthesis of Chiral Quinolinones Containing Quaternary Stereogenic Centers. Angewandte Chemie 2019, 131, 8974–8978. doi:10.1002/ange.201903377
  • Wu, C.; Liao, J.; Ge, S. Cobalt‐Catalyzed Enantioselective Hydroboration/Cyclization of 1,7‐Enynes: Asymmetric Synthesis of Chiral Quinolinones Containing Quaternary Stereogenic Centers. Angewandte Chemie (International ed. in English) 2019, 58, 8882–8886. doi:10.1002/anie.201903377
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  • Parmar, D.; Sugiono, E.; Raja, S.; Rueping, M. Addition and Correction to Complete Field Guide to Asymmetric BINOL-Phosphate Derived Brønsted Acid and Metal Catalysis: History and Classification by Mode of Activation; Brønsted Acidity, Hydrogen Bonding, Ion Pairing, and Metal Phosphates. Chemical reviews 2017, 117, 10608–10620. doi:10.1021/acs.chemrev.7b00197

Patents

  • ZHOU YONGGUI; ZHAO ZIBIAO; SUN LEI. One-pot biomimetic synthesis of chiral tetrahydroquinoline compound. CN 111793023 A, Oct 20, 2020.
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