ArticleJournal of the American Chemical Society2016
11-Step Total Synthesis of (-)-Maoecrystal V.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed.
- Ring contraction and ring expansion reactions in terpenoid biosynthesis and their application to total synthesis.Beilstein journal of organic chemistry · 2026Review
- Synthesis of a Functionalized Bicyclo[3.2.1]Octane: A Common Subunit to Kauranes, Grayananes, and Gibberellanes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- A convergent synthetic approach to the tetracyclic core framework of khayanolide-type limonoids.Beilstein journal of organic chemistry · 2025Article
- Construction of the Bicyclic Carbon Framework of Euphosalicin.The Journal of organic chemistry · 2024Article
- A convergent fragment coupling strategy to access quaternary stereogenic centers.Chemical science · 2023Article
- Dearomative logic in natural product total synthesis.Natural product reports · 2022Review
- Article
- Harnessing Natural Products by a Pharmacophore-Oriented Semisynthesis Approach for the Discovery of Potential Anti-SARS-CoV-2 Agents.Angewandte Chemie (International ed. in English) · 2022Article
- Ideality in Context: Motivations for Total Synthesis.Accounts of chemical research · 2021Article
- The digitization of organic synthesis.Nature · 2019Review
- Synthesis and biological evaluation of (±)-hippolachnin and analogs.The Journal of antibiotics · 2019Article
- Convergent Total Synthesis of Principinol D, a Rearranged Kaurane Diterpenoid.Journal of the American Chemical Society · 2019Article
- Synthesis of Myrocin G, the Putative Active Form of the Myrocin Antitumor Antibiotics.Journal of the American Chemical Society · 2018Article
- Evolution of a Strategy for the Enantioselective Total Synthesis of (+)-Psiguadial B.The Journal of organic chemistry · 2018Article
- Scalable synthesis enabling multilevel bio-evaluations of natural products for discovery of lead compounds.Nature communications · 2018Article
- Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis-Beirut Reaction.The Journal of organic chemistry · 2017Article
- The chemistry and biology of mycolactones.Beilstein journal of organic chemistry · 2017Review
- 11-Step Total Synthesis of Araiosamines.Journal of the American Chemical Society · 2016Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
An expedient, practical, and enantioselective route to the highly congested ent-kaurane diterpene maoecrystal V is presented. This route, which has been several years in the making, is loosely modeled after a key pinacol shift in the proposed biosynthesis. Only 11 steps, many of which are strategic in that they build key skeletal bonds and incorporate critical functionalities, are required to access (-)-maoecrystal V. Several unique and unexpected maneuvers are featured in this potentially scalable pathway. Reevaluation of the biological activity calls into question the initial exuberance surrounding this natural product.
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Registered trials
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