4.8 Article

Desymmetrization of 2,4,5,6-Tetra-O-benzyl-D-myo-inositol for the Synthesis of Mycothiol

Journal

ORGANIC LETTERS
Volume 13, Issue 20, Pages 5496-5499

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202218n

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Funding

  1. National Science Council [NSC 97-2113-M-001-033-MY3, NSC 98-2119-M-001-008-MY2]
  2. Academia Sinica

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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 alpha-stereoselective D-glucosaminylation, the whole procedure was accomplished in eight steps with an overall yield of 40%.

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