ReviewAngewandte Chemie (International ed. in English)2009
Epoxide-opening cascades in the synthesis of polycyclic polyether natural products.
Review in Angewandte Chemie (International ed. in English), 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 45 papers.
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Who cites it
45 citing papers in PubMed.
- Total Synthesis of Voratin C: Formation of the [6,5]-Spiroketal Core through Acid-Mediated Epoxide Cascade Opening.Organic letters · 2026Article
- Review
- Total Synthesis of Jerangolid B via spOrganic letters · 2025Article
- Direct Synthesis of Allylic Sulfones via Hydrosulfonylation of 1,3-Dienes with Sulfinic Acids.Molecules (Basel, Switzerland) · 2025Article
- Efficient Synthesis of Fused Polycyclic Ether Systems via Sulfonium Ylides: A Synthetic Approach to Yessotoxin and Adriatoxin.Marine drugs · 2025Article
- 2,3-Epoxyamide-alcohols in Domino Reactions: En Route to Molecular Diversity.ChemistryOpen · 2024Article
- Exploring the synthetic potential of epoxide ring opening reactions toward the synthesis of alkaloids and terpenoids: a review.RSC advances · 2024Review
- The Origin of Anion-π Autocatalysis.JACS Au · 2023Article
- Theoretical Study on the Origin of Abnormal Regioselectivity in Ring-Opening Reaction of Hexafluoropropylene Oxide.Molecules (Basel, Switzerland) · 2023Article
- Rational Tuning of the Reactivity of Three-Membered Heterocycle Ring Openings via SChemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Decoded fingerprints of hyperresponsive, expanding product space: polyether cascade cyclizations as tools to elucidate supramolecular catalysis.Chemical science · 2022Article
- Review
- Natural Polyether Ionophores and Their Pharmacological Profile.Marine drugs · 2022Review
- Synthetic and biosynthetic methods for selective cyclisations of 4,5-epoxy alcohols to tetrahydropyrans.Organic & biomolecular chemistry · 2022Review
- Pnictogen-Bonding Catalysis and Transport Combined: Polyether Transporters Made In Situ.JACS Au · 2021Article
- Bioinspired Ether Cyclizations within a π-Basic Capsule Compared to Autocatalysis on π-Acidic Surfaces and Pnictogen-Bonding Catalysts.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- How Lewis Acids Catalyze Ring-Openings of Cyclohexene Oxide.The Journal of organic chemistry · 2021Article
- Prins cyclization-mediated stereoselective synthesis of tetrahydropyrans and dihydropyrans: an inspection of twenty years.Beilstein journal of organic chemistry · 2021Review
- Palladium-catalyzed synthesis of β-hydroxy compoundsChemical science · 2020Article
- A metal-free aromative cascade for the synthesis of diverse heterocycles.Organic chemistry frontiers : an international journal of organic chemistry · 2020Article
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2 authors.
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Abstract
The structural features of polycyclic polyether natural products can, in some cases, be traced to their biosynthetic origin. However in case that are less well understood, only biosynthetic pathways that feature dramatic, yet speculative, epoxide-opening cascades are proposed. We summarize how such epoxide-opening cascade reactions have been used in the synthesis of polycyclic polyethers (see scheme) and related natural products.The group of polycyclic polyether natural products is of special interest owing to the fascinating structure and biological effects displayed by its members. The latter includes potentially therapeutic antibiotic, antifungal, and anticancer properties, and extreme lethality. The polycyclic structural features of this class of compounds can, in some cases, be traced to their biosynthetic origin, but in others that are less well understood, only to proposed biosynthetic pathways that feature dramatic, yet speculative, epoxide-opening cascades. In this review we summarize how such epoxide-opening cascade reactions have been used in the synthesis of polycyclic polyethers and related natural products.
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