Literature DB >> 14987048

Application of ring-closing metathesis reactions in the synthesis of epothilones.

Alexey Rivkin1, Young Shin Cho, Ana E Gabarda, Fumihiko Yoshimura, Samuel J Danishefsky.   

Abstract

There is wide interest in the epothilones, which like the taxoids initiate cytotoxicity through microtubule stabilization. Briefly described is an application of a ring-closing metathesis reaction toward the synthesis of epothilones as carried out in our laboratory. This has led to the discovery of the (E)-9,10-dehydroepothilones as second-generation anticancer drug candidates.

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Year:  2004        PMID： 14987048     DOI： 10.1021/np030540k

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  7 in total

1.  A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions.

Authors:  Patrick J Walsh; Hongmei Li; Cecilia Anaya de Parrodi
Journal:  Chem Rev       Date:  2007-05-27       Impact factor: 60.622

2.  Design and synthesis of C6-C8 bridged epothilone A.

Authors:  Weiqiang Zhan; Yi Jiang; Peggy J Brodie; David G I Kingston; Dennis C Liotta; James P Snyder
Journal:  Org Lett       Date:  2008-03-21       Impact factor: 6.005

3.  C6-C8 bridged epothilones: consequences of installing a conformational lock at the edge of the macrocycle.

Authors:  Weiqiang Zhan; Yi Jiang; Shubhada Sharma; Peggy J Brodie; Susan Bane; David G I Kingston; Dennis C Liotta; James P Snyder
Journal:  Chemistry       Date:  2011-11-30       Impact factor: 5.236

4.  Stereoselective access to Z and E macrocycles by ruthenium-catalyzed Z-selective ring-closing metathesis and ethenolysis.

Authors:  Vanessa M Marx; Myles B Herbert; Benjamin K Keitz; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2012-12-21       Impact factor: 15.419

5.  Efficient and selective formation of macrocyclic disubstituted Z alkenes by ring-closing metathesis (RCM) reactions catalyzed by Mo- or W-based monoaryloxide pyrrolide (MAP) complexes: applications to total syntheses of epilachnene, yuzu lactone, ambrettolide, epothilone C, and nakadomarin A.

Authors:  Chenbo Wang; Miao Yu; Andrew F Kyle; Pavol Jakubec; Darren J Dixon; Richard R Schrock; Amir H Hoveyda
Journal:  Chemistry       Date:  2013-01-23       Impact factor: 5.236

6.  Chemo- and Stereoselective Synthesis of Substituted Thiazoles from tert-Alcohols Bearing Alkene and Alkyne Groups with Alkaline Earth Catalysts.

Authors:  Srinivasarao Yaragorla; Dandugula Sneha Latha
Journal:  ACS Omega       Date:  2022-09-15

7.  A facile synthesis of 2,4-disubstituted thiazoles using MnO2.

Authors:  Yan-Bo Yu; Hong-Liang Chen; Li-Yi Wang; Xin-Zheng Chen; Bin Fu
Journal:  Molecules       Date:  2009-11-26       Impact factor: 4.411
  7 in total

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