Catalytic Asymmetric Polycyclization of Tertiary Enamides with Silyl Enol Ethers: Total Synthesis of (−)-Cephalocyclidin A

Journal of the American Chemical Society, Год журнала: 2023, Номер 145(49), С. 26550 - 26556

Опубликована: Ноя. 29, 2023

A catalytic enantioselective polycyclization of tertiary enamides with terminal silyl enol ethers has been developed by virtue Cu(OTf)2 catalysis a novel spiropyrroline-derived oxazole (SPDO) ligand. This tandem reaction offers an effective approach to assemble bicyclic and tricyclic N-heterocycles bearing both aza- oxa-quaternary stereogenic centers, which are primal subunits in range natural alkaloids. Strategic application this methodology late-stage radical cyclization as key steps have showcased the concise total synthesis (−)-cephalocyclidin A.

Язык: Английский

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Recent Advances in Organocatalytic Synthesis and Catalytic Activity of Substituted Pyrrolidines

Current Catalysis, Год журнала: 2024, Номер 13(1), С. 2 - 24

Опубликована: Фев. 22, 2024

Abstract: The emergence of enantioselective organocatalysis as a potent synthetic chemistry strate-gy that supports metal-catalyzed transformations has resulted in the creation novel procedures for synthesis various chiral molecules. Organocatalysis is desirable method creating com-plex molecular structures due to its many benefits, including ease use, wide availability cat-alysts and low toxicity. Chemists are actively exploring methodologies looking into applications pyrrolidine-based organocatalysts. application organocatalysts spans range reaction types, highlighting their ability participate variety catalytic process-es. current study offers succinct summary principal strategic methods producing demonstrating usefulness organic transformations.

Язык: Английский

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Syntheses of Eburnane Alkaloids

Synfacts, Год журнала: 2023, Номер 20(01), С. 0004 - 0004

Опубликована: Дек. 8, 2023

Key words (–)-fortuneicyclidin A - rearranged cephalotaxus alkaloid asymmetric allylation Heck reaction ring-closing metathesis ozonolysis/aldol addition

Язык: Английский

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