ArticleJournal of the American Chemical Society2015
A global and local desymmetrization approach to the synthesis of steroidal alkaloids: stereocontrolled total synthesis of paspaline.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed.
- Ireland-Claisen Rearrangement as a Stereocontrolled Bond-Construction Strategy in Natural Product Total Synthesis.ACS omega · 2026Review
- The application of desymmetric enantioselective reduction of cyclic 1,3-dicarbonyl compounds in the total synthesis of terpenoid and alkaloid natural products.Beilstein journal of organic chemistry · 2025Review
- Oxidative cleavage of ketoximes to ketones using photoexcited nitroarenes.Chemical science · 2023Article
- Prioritised identification of structural classes of natural products from higher plants in the expedition of antimalarial drug discovery.Natural products and bioprospecting · 2023Article
- Symmetry-Driven Total Synthesis of Myrioneurinol.Journal of the American Chemical Society · 2022Article
- Synthesis of rearranged indole diterpenes of the paxilline type.Natural product reports · 2022Review
- Total Synthesis of Shearinines D and G: A Convergent Approach to Indole Diterpenoids.Angewandte Chemie (International ed. in English) · 2022Article
- Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(spChemical reviews · 2021Review
- Review
- New Methods and Strategies in the Synthesis of Terpenoid Natural Products.Accounts of chemical research · 2021Review
- Catalytic enantioselective construction of vicinal quaternary carbon stereocenters.Chemical science · 2020Review
- Article
- Total Synthesis of (-)-Maximiscin.Journal of the American Chemical Society · 2020Article
- Recent Progress in Steroid Synthesis Triggered by the Emergence of New Catalytic Methods.European journal of organic chemistry · 2020Article
- Catalytic enantioselective conjugate addition en route to paxilline indoloterpenoids.Tetrahedron · 2019Article
- Modular Total Synthesis and Cell-Based Anticancer Activity Evaluation of Ouabagenin and Other Cardiotonic Steroids with Varying Degrees of Oxygenation.Journal of the American Chemical Society · 2019Article
- Contemporary Synthetic Strategies toward seco-Prezizaane Sesquiterpenes from Illicium Species.The Journal of organic chemistry · 2018Article
- Twelve-Step Asymmetric Synthesis of (-)-Nodulisporic Acid C.Journal of the American Chemical Society · 2018Article
- Palladium-Catalyzed C-H Bond Acetoxylation via Electrochemical Oxidation.Organic letters · 2018Article
- Indole diterpenoid natural products as the inspiration for new synthetic methods and strategies.Chemical science · 2017Review
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2 authors.
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Abstract
A stereocontrolled total synthesis of the indole diterpenoid natural product paspaline is described. Key steps include a highly diastereoselective enzymatic desymmetrization, substrate-directed epoxidation, Ireland-Claisen rearrangement, and diastereotopic group selective C-H acetoxylation to assemble the target with excellent stereofidelity. The route and results described herein outline complementary conceptual disconnections in the arena of steroid natural product synthesis.
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