actinophyllic-acid has been researched along with pyrroline* in 1 studies
1 other study(ies) available for actinophyllic-acid and pyrroline
Article | Year |
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Catalytic Asymmetric Total Synthesis of (-)-Actinophyllic Acid.
Described herein is a catalytic asymmetric total synthesis of (-)-actinophyllic acid, with the key step being a chiral phosphine-catalyzed [3 + 2] annulation between an imine and an allenoate to form a pyrroline intermediate in 99% yield and 94% ee. The synthesis also features CuI-catalyzed coupling between a ketoester and a 2-iodoindole to shape the tetrahydroazocine ring; intramolecular alkylative lactonization; SmI2-mediated intramolecular pinacol coupling between ketone and lactone subunits to assemble the complex skeleton of (-)-actinophyllic acid; and an unprecedented regioselective dehydroxylation. Topics: Catalysis; Copper; Imines; Indole Alkaloids; Oxidation-Reduction; Phosphines; Pyrroles; Stereoisomerism | 2016 |