Literature DB >> 20836495

Total synthesis of chivosazole F.

Tobias Brodmann1, Dominic Janssen, Markus Kalesse.   

Abstract

The first synthesis of the highly biologically active chivosazole F is described. It features an intramolecular Stille coupling for the macrolactone formation and thereby circumvents the problem of isomerization associated with the tetraene segment. Additionally, the synthesis confirms the structure which has been proposed based solely on a combination of NMR/computational methods and genetic analysis.

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Year:  2010        PMID： 20836495     DOI： 10.1021/ja107290s

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

1.  Enantioselective synthesis of anti- and syn-homopropargyl alcohols via chiral Brønsted acid catalyzed asymmetric allenylboration reactions.

Authors:  Ming Chen; William R Roush
Journal:  J Am Chem Soc       Date:  2012-06-25       Impact factor: 15.419

Review 2.  Myxobacteria and their products: current trends and future perspectives in industrial applications.

Authors:  Akansha Shrivastava; Rakesh Kumar Sharma
Journal:  Folia Microbiol (Praha)       Date:  2021-05-31       Impact factor: 2.099

Review 3.  Challenges and discoveries in the total synthesis of complex polyketide natural products.

Authors:  Ian Paterson; Nelson Yuen Sum Lam
Journal:  J Antibiot (Tokyo)       Date:  2017-10-25       Impact factor: 2.649

4.  Ruthenium-catalysed Z-selective cross metathesis of allylic-substituted olefins.

Authors:  Brendan L Quigley; Robert H Grubbs
Journal:  Chem Sci       Date:  2014-02       Impact factor: 9.825

5.  Catalytic Z-selective cross-metathesis in complex molecule synthesis: a convergent stereoselective route to disorazole C1.

Authors:  Alexander W H Speed; Tyler J Mann; Robert V O'Brien; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2014-11-07       Impact factor: 15.419

6.  An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum.

Authors:  Simon Williams; Jialu Jin; S B Jennifer Kan; Mungyuen Li; Lisa J Gibson; Ian Paterson
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-29       Impact factor: 15.336

7.  Towards the total synthesis of chondrochloren A: synthesis of the (Z)-enamide fragment.

Authors:  Jan Geldsetzer; Markus Kalesse
Journal:  Beilstein J Org Chem       Date:  2020-04-14       Impact factor: 2.883

Review 8.  Unconventional Macrocyclizations in Natural Product Synthesis.

Authors:  Iakovos Saridakis; Daniel Kaiser; Nuno Maulide
Journal:  ACS Cent Sci       Date:  2020-09-21       Impact factor: 14.553

9.  The Total Synthesis of Chondrochloren A.

Authors:  Yannick Linne; Elisa Bonandi; Christopher Tabet; Jan Geldsetzer; Markus Kalesse
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-25       Impact factor: 15.336
  9 in total

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