Literature DB >> 24393030

Total synthesis of the antibiotic elansolid B1.

Arne Weber1, Richard Dehn, Nadin Schläger, Bastian Dieter, Andreas Kirschning.   

Abstract

The antibiotic elansolid B1 was prepared by a convergent strategy that relied on a highly diastereoselective, biomimetic intramolecular Diels-Alder cycloaddition (IMDA) that furnished the tetrahydroindane unit. Other key features are a double Sonogashira cross-coupling and a substrate-controlled Yamamoto aldol reaction.

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Year:  2014        PMID: 24393030     DOI: 10.1021/ol403441c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

Review 1.  The Molecular Industrial Revolution: Automated Synthesis of Small Molecules.

Authors:  Melanie Trobe; Martin D Burke
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-07       Impact factor: 15.336

2.  From synthesis to function via iterative assembly of N-methyliminodiacetic acid boronate building blocks.

Authors:  Junqi Li; Anthony S Grillo; Martin D Burke
Journal:  Acc Chem Res       Date:  2015-07-22       Impact factor: 22.384

3.  Toward Generalization of Iterative Small Molecule Synthesis.

Authors:  Jonathan W Lehmann; Daniel J Blair; Martin D Burke
Journal:  Nat Rev Chem       Date:  2018-03-07       Impact factor: 34.035

4.  Peridinin Is an Exceptionally Potent and Membrane-Embedded Inhibitor of Bilayer Lipid Peroxidation.

Authors:  Hannah M S Haley; Adam G Hill; Alexander I Greenwood; Eric M Woerly; Chad M Rienstra; Martin D Burke
Journal:  J Am Chem Soc       Date:  2018-11-02       Impact factor: 15.419

5.  A Highly Convergent Total Synthesis of Leustroducsin B.

Authors:  Barry M Trost; Berenger Biannic; Cheyenne S Brindle; B Michael O'Keefe; Thomas J Hunter; Ming-Yu Ngai
Journal:  J Am Chem Soc       Date:  2015-09-01       Impact factor: 15.419

6.  Total synthesis of elansolids B1 and B2.

Authors:  Liang-Liang Wang; Andreas Kirschning
Journal:  Beilstein J Org Chem       Date:  2017-06-28       Impact factor: 2.883

7.  Optimization of the biotechnological production of a novel class of anti-MRSA antibiotics from Chitinophaga sancti.

Authors:  Amelie Beckmann; Stephan Hüttel; Viktoria Schmitt; Rolf Müller; Marc Stadler
Journal:  Microb Cell Fact       Date:  2017-08-17       Impact factor: 5.328

8.  Enantioselective access to tricyclic tetrahydropyran derivatives by a remote hydrogen bonding mediated intramolecular IEDHDA reaction.

Authors:  Min Jin; Congyun Tang; Yingying Li; Shuai Yang; Ying-Tao Yang; Lin Peng; Xiao-Nian Li; Wenjing Zhang; Zhili Zuo; Fabien Gagosz; Liang-Liang Wang
Journal:  Nat Commun       Date:  2021-12-10       Impact factor: 14.919

9.  Total Synthesis of the Schisandraceae Nortriterpenoid Rubriflordilactone A.

Authors:  Guilhem Chaubet; Shermin S Goh; Mujahid Mohammad; Birgit Gockel; Marie-Caroline A Cordonnier; Hannah Baars; Andrew W Phillips; Edward A Anderson
Journal:  Chemistry       Date:  2017-09-08       Impact factor: 5.236

  9 in total

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