ArticleOrganic letters2010
Total synthesis of fostriecin: via a regio- and stereoselective polyene hydration, oxidation, and hydroboration sequence.
Article in Organic letters, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Formal Synthesis of Fostriecin via Asymmetric Alcohol-Mediated Carbonyl Allylation.Organic letters · 2025Article
- Cobalt catalyzed practical hydroboration of terminal alkynes with time-dependent stereoselectivity.Nature communications · 2024Article
- [Pt(PPhThe Journal of organic chemistry · 2022Article
- Total and Formal Syntheses of Fostriecin.Organic chemistry frontiers : an international journal of organic chemistry · 2020Article
- Total synthesis of elansolids B1 and B2.Beilstein journal of organic chemistry · 2017Article
- Synthetic Strategies Employed for the Construction of Fostriecin and Related Natural Products.Chemical reviews · 2016Review
- A Highly Convergent Total Synthesis of Leustroducsin B.Journal of the American Chemical Society · 2015Article
- Catalytic Z-selective cross-metathesis in complex molecule synthesis: a convergent stereoselective route to disorazole C1.Journal of the American Chemical Society · 2014Article
- Synthesis of cyclic alkenylsiloxanes by semihydrogenation: a stereospecific route to (Z)-alkenyl polyenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2014Article
- Suppression of Ser/Thr phosphatase 4 (PP4C/PPP4C) mimics a novel post-mitotic action of fostriecin, producing mitotic slippage followed by tetraploid cell death.Molecular cancer research : MCR · 2013Article
- Cryptocaryols A and B: total syntheses, stereochemical revision, structure elucidation, and structure-activity relationship.Journal of the American Chemical Society · 2013Article
- Synthesis of Z-(pinacolato)allylboron and Z-(pinacolato)alkenylboron compounds through stereoselective catalytic cross-metathesis.Journal of the American Chemical Society · 2013Article
- Total synthesis of the potent androgen receptor antagonist (-)-arabilin: a strategic, biomimetic [1,7]-hydrogen shift.Journal of the American Chemical Society · 2011Article
- De novo synthesis of natural products via the asymmetric hydration of polyenes.Chemical communications (Cambridge, England) · 2011Review
- Highly diastereoselective chelation-controlled additions to α-silyloxy ketones.Journal of the American Chemical Society · 2011Article
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2 authors.
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Abstract
A total synthesis of the fostriecin has been achieved in 24 steps from enyne 11. The lactone moiety was installed by a Leighton allylation and Grubbs ring-closing metathesis reaction. The highly reactive Z,Z,E-triene moiety was installed via a late-stage Suzuki-Miyaura cross-coupling of a remarkably stable Z-vinyl boronate. The relative and absolute stereocenters of the C-8,9,11 triol were generated with a regio- and stereoselective asymmetric hydration/oxidation sequence.
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