Literature DB >> 21919472

Desymmetrization of 2,4,5,6-tetra-O-benzyl-D-myo-inositol for the synthesis of mycothiol.

Chuan-Chung Chung1, Medel Manuel L Zulueta, Laxmansingh T Padiyar, Shang-Cheng Hung.   

Abstract

An efficient chemical synthesis of mycothiol involving the regioselective ketopinyl desymmetrization of 2,4,5,6-tetrabenzylated D-myo-inositol as the key step is described. Together with a highly α-stereoselective D-glucosaminylation, the whole procedure was accomplished in eight steps with an overall yield of 40%.
© 2011 American Chemical Society

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Year:  2011        PMID: 21919472     DOI: 10.1021/ol202218n

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


  1 in total

1.  Mycothiol synthesis by an anomerization reaction through endocyclic cleavage.

Authors:  Shino Manabe; Yukishige Ito
Journal:  Beilstein J Org Chem       Date:  2016-02-22       Impact factor: 2.883

  1 in total

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