Literature DB >> 11073657

A short stereoselective total synthesis of the fusarium toxin equisetin.

L T Burke1, D J Dixon, S V Ley, F Rodríguez.   

Abstract

A short stereoselective synthesis of the fusarium toxin equisetin, an N-methylserine-derived acyl tetramic acid and potent inhibitor of HIV-1 integrase enzyme, is described using as the key step a stereoselective lithium perchlorate mediated intramolecular Diels-Alder reaction of a fully conjugated E,E,E-triene with a trisubstituted gamma,delta-unsaturated beta-ketothioester.

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Year:  2000        PMID: 11073657     DOI: 10.1021/ol006493u

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


  5 in total

1.  Nature-inspired total synthesis of (-)-fusarisetin A.

Authors:  Jing Xu; Eduardo J E Caro-Diaz; Lynnie Trzoss; Emmanuel A Theodorakis
Journal:  J Am Chem Soc       Date:  2012-03-08       Impact factor: 15.419

2.  Fusarisetin A: Scalable Total Synthesis and Related Studies.

Authors:  Jing Xu; Eduardo J E Caro-Diaz; Michelle H Lacoske; Chao-I Hung; Colin Jamora; Emmanuel A Theodorakis
Journal:  Chem Sci       Date:  2012-08-23       Impact factor: 9.825

3.  Post-translational import of protein into the endoplasmic reticulum of a trypanosome: an in vitro system for discovery of anti-trypanosomal chemical entities.

Authors:  Bhargavi Patham; Josh Duffy; Ariel Lane; Richard C Davis; Peter Wipf; Sheara W Fewell; Jeffrey L Brodsky; Kojo Mensa-Wilmot
Journal:  Biochem J       Date:  2009-04-15       Impact factor: 3.857

4.  Total synthesis and biological evaluation of the tetramic acid based natural product harzianic acid and its stereoisomers.

Authors:  Alan R Healy; Francesco Vinale; Matteo Lorito; Nicholas J Westwood
Journal:  Org Lett       Date:  2015-01-28       Impact factor: 6.005

5.  Stereochemical Assignment of the Protein-Protein Interaction Inhibitor JBIR-22 by Total Synthesis.

Authors:  Alan R Healy; Miho Izumikawa; Alexandra M Z Slawin; Kazuo Shin-Ya; Nicholas J Westwood
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2015-02-04
  5 in total

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