Organocatalytic cascade reactions: diversity-oriented synthesis for the construction of hydroisoquinoline scaffolds
Clarisa Villegas Gómez1, David Cruz Cruz, Rasmus Mose
1Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark. kaj@chem.au.dk.
Abstract:
The organocatalytic enantioselective synthesis of highly functionalized hydroisoquinolines by trienamine-mediated [4+2]-cycloaddition/nucleophilic ring-closing reaction cascade sequence of cyanoacrylamides with 2,4-dienals is presented. The corresponding cycloadducts are formed in high yields and excellent stereoselectivities. Moreover, a series of transformations demonstrate the synthetic application of the obtained hydroisoquinolines.
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