ArticleThe Journal of organic chemistry2015
Asymmetric Total Synthesis of the Indole Diterpene Alkaloid Paspaline.
Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Ireland-Claisen Rearrangement as a Stereocontrolled Bond-Construction Strategy in Natural Product Total Synthesis.ACS omega · 2026Review
- Neuroprotective Indole Diterpenoids from the FungusPharmaceuticals (Basel, Switzerland) · 2026Article
- Noonindoles A-F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus,Marine drugs · 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
- Ready access to 7,8-dihydroindolo[2,3-Beilstein journal of organic chemistry · 2022Article
- Review
- Article
- Catalytic enantioselective conjugate addition en route to paxilline indoloterpenoids.Tetrahedron · 2019Article
- Article
- Twelve-Step Asymmetric Synthesis of (-)-Nodulisporic Acid C.Journal of the American Chemical Society · 2018Article
- Indole diterpenoid natural products as the inspiration for new synthetic methods and strategies.Chemical science · 2017Review
- Local Desymmetrization through Diastereotopic Group Selection: An Enabling Strategy for Natural Product Synthesis.European journal of organic chemistry · 2017Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
An enantioselective synthesis of the indole diterpenoid natural product paspaline is disclosed. Critical to this approach was the implementation of stereoselective desymmetrization reactions to assemble key stereocenters of the molecule. The design and execution of these tactics are described in detail, and a thorough analysis of observed outcomes is presented, ultimately providing the title compound in high stereopurity. This synthesis provides a novel template for preparing key stereocenters in this family of molecules, and the reactions developed en route to paspaline present a series of new synthetic disconnections in preparing steroidal natural products.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.