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Organocatalytic Cascade Reactions: Towards the Diversification of Hydroisochromenes and Chromenes through Two Different Activation Modes |
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| Authors: | Dr. David Cruz Cruz Rasmus Mose Dr. Clarisa Villegas Gómez Stine V. Torbensen Martin S. Larsen Prof. Dr. Karl Anker Jørgensen |
| Affiliation: | Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C (Denmark) |
| Abstract: | The organocatalytic enantioselective syntheses of functionalized hydroisochromenes and chromenes by trienamine‐mediated [4+2]‐cycloaddition/nucleophilic ring‐closing and iminium‐ion/aminal‐mediated oxa‐Michael/Michael/nucleophilic ring‐closing with 2‐nitroallylic alcohols are presented. The corresponding cycloadducts, with up to five stereocenters, are formed in good yield and excellent enantioselectivities. The synthetic applications of the obtained products have been demonstrated. |
| Keywords: | aminocatalysis asymmetric catalysis cascade reactions chromenes hydroisochromenes |