Literature DB >> 17252104

Catalytic asymmetric synthesis of mycocerosic acid.

Bjorn ter Horst1, Ben L Feringa, Adriaan J Minnaard.   

Abstract

The first catalytic asymmetric total synthesis of mycocerosic acid was achieved via the application of iterative enantioselective 1,4-addition reactions and allows for the efficient construction of 1,3-polymethyl arrays with full stereocontrol; further exemplified by the synthesis of tetramethyl-decanoic acid, a component of the preen-gland wax of the graylag goose, Anser anser.

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Year:  2006        PMID： 17252104     DOI： 10.1039/b612593j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  7 in total

1.  One-step catalytic asymmetric synthesis of all-syn deoxypropionate motif from propylene: Total synthesis of (2R,4R,6R,8R)-2,4,6,8-tetramethyldecanoic acid.

Authors:  Yusuke Ota; Toshiki Murayama; Kyoko Nozaki
Journal:  Proc Natl Acad Sci U S A       Date:  2016-02-23       Impact factor: 11.205

2.  Asymmetric Synthesis of Deoxypropionate Derivatives via Catalytic Hydrogenolysis of Enantioenriched Z-Ketene Heterodimers.

Authors:  Shi Chen; Ahmad A Ibrahim; Mukulesh Mondal; Anthony J Magee; Adam J Cruz; Kraig A Wheeler; Nessan J Kerrigan
Journal:  Org Lett       Date:  2015-06-23       Impact factor: 6.005

3.  Convergent synthesis of deoxypropionates.

Authors:  Peter S Diez; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-05       Impact factor: 15.336

4.  Asymmetric synthesis and structure elucidation of a glycerophospholipid from Mycobacterium tuberculosis.

Authors:  Bjorn Ter Horst; Chetan Seshadri; Lindsay Sweet; David C Young; Ben L Feringa; D Branch Moody; Adriaan J Minnaard
Journal:  J Lipid Res       Date:  2009-11-05       Impact factor: 5.922

5.  Biologically active Phytophthora mating hormone prepared by catalytic asymmetric total synthesis.

Authors:  Syuzanna R Harutyunyan; Zhijian Zhao; Tim den Hartog; Klaas Bouwmeester; Adriaan J Minnaard; Ben L Feringa; Francine Govers
Journal:  Proc Natl Acad Sci U S A       Date:  2008-06-16       Impact factor: 11.205

Review 6.  Chemical Synthesis of Cell Wall Constituents of Mycobacterium tuberculosis.

Authors:  Mira Holzheimer; Jeffrey Buter; Adriaan J Minnaard
Journal:  Chem Rev       Date:  2021-06-30       Impact factor: 60.622

7.  CD1b Tetramers Identify T Cells that Recognize Natural and Synthetic Diacylated Sulfoglycolipids from Mycobacterium tuberculosis.

Authors:  Charlotte A James; Krystle K Q Yu; Martine Gilleron; Jacques Prandi; Vijayendar R Yedulla; Zuzanna Z Moleda; Eleonora Diamanti; Momin Khan; Varinder K Aggarwal; Josephine F Reijneveld; Peter Reinink; Stefanie Lenz; Ryan O Emerson; Thomas J Scriba; Michael N T Souter; Dale I Godfrey; Daniel G Pellicci; D Branch Moody; Adriaan J Minnaard; Chetan Seshadri; Ildiko Van Rhijn
Journal:  Cell Chem Biol       Date:  2018-02-01       Impact factor: 8.116
  7 in total

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