ArticleJournal of the American Chemical Society2012
Asymmetric synthesis of dihydroindanes by convergent alkoxide-directed metallacycle-mediated bond formation.
Article in Journal of the American Chemical Society, 2012. 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.
- An Estrogen Receptor β Agonist with AR Antagonist Activity from a Modern AsymmetricACS medicinal chemistry letters · 2025Article
- Function-Oriented Synthesis of Pentacyclic Triterpenoids and Discovery of anOrganic letters · 2024Article
- What is a Cross-Coupling? An Argument for a Universal Definition.Tetrahedron · 2023Article
- Progress toward the De Novo Asymmetric Synthesis of Euphanes.Organic letters · 2022Article
- General Enantioselective and Stereochemically Divergent Four-Stage Approach to Fused Tetracyclic Terpenoid Systems.The Journal of organic chemistry · 2022Article
- An Enantiodefined Conformationally Constrained Fatty Acid Mimetic and Potent Inhibitor of ToxT.ACS medicinal chemistry letters · 2021Article
- From anOrganic letters · 2021Article
- Stereoselective synthesis of pentasubstituted 1,3-dienesChemical science · 2020Article
- From Metallacycle-Mediated Annulative Cross-Coupling to Steroidal Tetracycles through Intramolecular C9-C10 Bond Formation.Organic letters · 2020Article
- A synthesis strategy for tetracyclic terpenoids leads to agonists of ERβ.Nature communications · 2019Article
- Synthesis of C14-Desmethylene Corialactone D and Discovery of Inhibitors of Nerve Growth Factor Mediated Neurite Outgrowth.Organic letters · 2019Article
- Modern applications of low-valent early transition metals in synthesis and catalysis.Nature reviews. Chemistry · 2019Article
- Contemporary Synthetic Strategies toward seco-Prezizaane Sesquiterpenes from Illicium Species.The Journal of organic chemistry · 2018Article
- The Development of Alkoxide-Directed Metallacycle-Mediated Annulative Cross-Coupling Chemistry.Israel journal of chemistry · 2017Article
- Metallacycle-Mediated Cross-Coupling in Natural Product Synthesis.Tetrahedron · 2016Article
- Synthesis of Angularly Substituted trans-Fused Decalins through a Metallacycle-Mediated Annulative Cross-Coupling Cascade.Angewandte Chemie (International ed. in English) · 2016Article
- Acceleration of metallacycle-mediated alkyne-alkyne cross-coupling with TMSCl.Tetrahedron letters · 2016Article
- Synthesis of the Cortistatin Pentacyclic Core by Alkoxide-Directed Metallacycle-Mediated Annulative Cross-Coupling.Organic letters · 2016Article
- Synthesis of Neurotrophic Seco-prezizaane Sesquiterpenes (1R,10S)-2-Oxo-3,4-dehydroneomajucin, (2S)-Hydroxy-3,4-dehydroneomajucin, and (-)-Jiadifenin.Journal of the American Chemical Society · 2016Article
- LiOOTetrahedron letters · 2015Article
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3 authors.
Funding
Abstract
A convergent synthesis of highly substituted and stereodefined dihydroindanes is described from alkoxide-directed Ti-mediated cross-coupling of internal alkynes with substituted 4-hydroxy-1,6-enynes (substrates that derive from 2-directional functionalization of readily available epoxy alcohol derivatives). In addition to describing a new and highly stereoselective approach to bimolecular [2 + 2 + 2] annulation that delivers products not available with other methods in this area of chemical reactivity, evidence is provided to support annulation by way of regioselective alkyne-alkyne coupling, followed by metal-centered [4 + 2] rather than stepwise alkene insertion and reductive elimination. Overall, the reaction proceeds with exquisite stereochemical control and defines a convenient, convergent, and enantiospecific entry to fused carbocycles of great potential value in target-oriented synthesis and medicinal chemistry.
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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.