Literature DB >> 23896896

From micrograms to grams: scale-up synthesis of eribulin mesylate.

Melvin J Yu1, Wanjun Zheng, Boris M Seletsky.   

Abstract

The synthesis of eribulin mesylate from microgram to multi-gram scale is described in this Highlight. Key coupling reactions include formation of the C30a to C1 carbon-carbon bond and macrocyclic ring closure through an intramolecular Nozaki-Hiyama-Kishi reaction.

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Year:  2013        PMID： 23896896     DOI： 10.1039/c3np70051h

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN： 0265-0568            Impact factor:   13.423


  24 in total

Review 1.  Eribulin mesylate: mechanism of action of a unique microtubule-targeting agent.

Authors:  Nicholas F Dybdal-Hargreaves; April L Risinger; Susan L Mooberry
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Review 2.  The re-emergence of natural products for drug discovery in the genomics era.

Authors:  Alan L Harvey; RuAngelie Edrada-Ebel; Ronald J Quinn
Journal:  Nat Rev Drug Discov       Date:  2015-01-23       Impact factor: 84.694

Review 3.  Advances in exploring the therapeutic potential of marine natural products.

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Journal:  Pharmacol Res       Date:  2019-07-25       Impact factor: 7.658

Review 4.  Marine Mollusk-Derived Agents with Antiproliferative Activity as Promising Anticancer Agents to Overcome Chemotherapy Resistance.

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Journal:  Med Res Rev       Date:  2016-12-07       Impact factor: 12.944

5.  Natural product synthesis at the interface of chemistry and biology.

Authors:  Jiyong Hong
Journal:  Chemistry       Date:  2014-07-10       Impact factor: 5.236

6.  Inspiration comes naturally.

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Journal:  Nat Chem       Date:  2014-10       Impact factor: 24.427

Review 7.  Feedstock Reagents in Metal-Catalyzed Carbonyl Reductive Coupling: Minimizing Preactivation for Efficiency in Target-Oriented Synthesis.

Authors:  Rosalie S Doerksen; Cole C Meyer; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-26       Impact factor: 15.336

8.  Total Synthesis of Clavosolide A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.

Authors:  James M Cabrera; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-24       Impact factor: 15.336

9.  Total Synthesis of (+)-SCH 351448: Efficiency via Chemoselectivity and Redox-Economy Powered by Metal Catalysis.

Authors:  Gang Wang; Michael J Krische
Journal:  J Am Chem Soc       Date:  2016-06-23       Impact factor: 15.419

10.  Ruthenium Catalyzed Diastereo- and Enantioselective Coupling of Propargyl Ethers with Alcohols: Siloxy-Crotylation via Hydride Shift Enabled Conversion of Alkynes to π-Allyls.

Authors:  Tao Liang; Wandi Zhang; Te-Yu Chen; Khoa D Nguyen; Michael J Krische
Journal:  J Am Chem Soc       Date:  2015-09-29       Impact factor: 15.419
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