A Straightforward Synthesis of Functionalized <i>cis</i>-Perhydroisoquinolin-1-ones

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.

Keywords

• 5,6-dihydro-2(1<i>H</i>)-pyridone
• Nazarov reagents
• perhydroisoquinoline
• Michael addition
• stereoselectivity