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A Straightforward Synthesis of Functionalized cis-Perhydroisoquinolin-1-ones

1
Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, 08028 Barcelona, Spain
2
Department of Nutrition, Food Sciences and Gastronomy, Faculty of Pharmacy and Food Sciences, and Institute of Nutrition and Food Safety (INSA-UB), University of Barcelona, 08921 Santa Coloma de Gramanet, Spain
3
Institut de Ciència de Materials de Barcelona (ICMAB-CSIC), Campus UAB, 08193 Cerdanyola, Spain
*
Author to whom correspondence should be addressed.
Academic Editors: David Díez and María Ángeles Castro
Molecules 2019, 24(3), 557; https://doi.org/10.3390/molecules24030557
Received: 15 January 2019 / Revised: 29 January 2019 / Accepted: 30 January 2019 / Published: 3 February 2019
(This article belongs to the Special Issue Application of Organic Synthesis to Bioactive Compounds)
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Abstract

Base-catalyzed annulation reactions of 5,6-dihydro-2(1H)-pyridones with Nazarov-type reagents are reported. The effect of the solvent polarity and the concentration of the reagents is studied. The process involves two successive Michael additions and stereoselectively provides functionalized cis-perhydroisoquinolin-1-ones. View Full-Text
Keywords: 5,6-dihydro-2(1H)-pyridone; Nazarov reagents; perhydroisoquinoline; Michael addition; stereoselectivity 5,6-dihydro-2(1H)-pyridone; Nazarov reagents; perhydroisoquinoline; Michael addition; stereoselectivity
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Arioli, F.; Pérez, M.; Are, C.; Molins, E.; Bosch, J.; Amat, M. A Straightforward Synthesis of Functionalized cis-Perhydroisoquinolin-1-ones. Molecules 2019, 24, 557.

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