Literature DB >> 11843613

Total synthesis of the mycolactones.

Fengbin Song1, Steve Fidanze, Andrew B Benowitz, Yoshito Kishi.   

Abstract

[structure: see text] The first total synthesis of the mycolactones is reported. This work unambiguously confirms our earlier relative and absolute stereochemical assignment of the mycolactones.

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Substances：

Year:  2002        PMID： 11843613     DOI： 10.1021/ol0172828

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


  23 in total

1.  Total Synthesis of Mycolactones A and B.

Authors:  Fengbin Song; Steve Fidanze; Andrew B Benowitz; Yoshito Kishi
Journal:  Tetrahedron       Date:  2007-06-25       Impact factor: 2.457

2.  Highly stereoselective total synthesis of fully hydroxy-protected mycolactones A and B and their stereoisomerization upon deprotection.

Authors:  Guangwei Wang; Ning Yin; Ei-ichi Negishi
Journal:  Chemistry       Date:  2011-03-15       Impact factor: 5.236

3.  Scalable and efficient synthesis of the mycolactone core.

Authors:  Katrina L Jackson; Wenju Li; Chi-Li Chen; Yoshito Kishi
Journal:  Tetrahedron       Date:  2010-03-27       Impact factor: 2.457

4.  Chemistry of mycolactones, the causative toxins of Buruli ulcer.

Authors:  Yoshito Kishi
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-07       Impact factor: 11.205

5.  Synthesis and structure assignment of the minor metabolite arising from the frog pathogen Mycobacterium liflandii.

Authors:  Thomas Spangenberg; Sylvain Aubry; Yoshito Kishi
Journal:  Tetrahedron Lett       Date:  2010-03-31       Impact factor: 2.415

6.  Biochemical and Biological Assays of Mycolactone-Mediated Inhibition of Sec61.

Authors:  Sarah O'Keefe; Stephen High; Caroline Demangel
Journal:  Methods Mol Biol       Date:  2022

Review 7.  The chemistry and biology of mycolactones.

Authors:  Matthias Gehringer; Karl-Heinz Altmann
Journal:  Beilstein J Org Chem       Date:  2017-08-11       Impact factor: 2.883

8.  Highly regio- and stereoselective synthesis of (Z)-trisubstituted alkenes via propyne bromoboration and tandem Pd-catalyzed cross-coupling.

Authors:  Chao Wang; Tomas Tobrman; Zhaoqing Xu; Ei-ichi Negishi
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

9.  Synthesis and structure of mycolactone E isolated from frog mycobacterium.

Authors:  Sylvain Aubry; Richard E Lee; Engy A Mahrous; Pam L C Small; Dia Beachboard; Yoshito Kishi
Journal:  Org Lett       Date:  2008-12-04       Impact factor: 6.005

10.  Deciphering the genetic basis for polyketide variation among mycobacteria producing mycolactones.

Authors:  Sacha J Pidot; Hui Hong; Torsten Seemann; Jessica L Porter; Marcus J Yip; Artem Men; Matthew Johnson; Peter Wilson; John K Davies; Peter F Leadlay; Timothy P Stinear
Journal:  BMC Genomics       Date:  2008-10-07       Impact factor: 3.969
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