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Abstract The addition of Lewis acids changes the path of the reaction of N-vinylpyrroles with 3,4-dihydroisoquinoline-N-oxides: formal (3 + 3)-cycloaddition proceeds instead of (3 + 2)-cycloaddition. In the case of benzoyl(3,4-dihydroisoquinolin-2-ium-2-yl)amides, reaction path does… Click to show full abstract
Abstract The addition of Lewis acids changes the path of the reaction of N-vinylpyrroles with 3,4-dihydroisoquinoline-N-oxides: formal (3 + 3)-cycloaddition proceeds instead of (3 + 2)-cycloaddition. In the case of benzoyl(3,4-dihydroisoquinolin-2-ium-2-yl)amides, reaction path does not change in the same conditions, but changing of the diastereoselectivity occurs and other diastereomer of (3 + 2)-cycloaddition became predominant.
Keywords:
cyclic azomethine;
cyclic nitrones;
nitrones cyclic;
vinylpyrroles cyclic;
formal cycloadditions;
cycloadditions vinylpyrroles
Journal Title: Tetrahedron
Year Published: 2018
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Journal Title: Tetrahedron
Year Published: 2018
Link to full text (if available)
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recommendations!