Total synthesis of the trisaccharide of olivomycin A

Kazunobu Toshima, Yuko Nozaki, Masaya Nakata, Kuniaki Tatsuta, Mitsuhiro Kinoshita

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Abstract

The total synthesis of the trisaccharide of olivomycin A, which is one of the aureolic acid antitumor antibiotics, has been achieved. Our approach involves highly stereocontrolled glycosidations using 2,6-ahnydro-2-thio glycosyl donors. The 2,6-anhydro-2-thio trisaccharide 21 was constructed from 4 and 5, and then converted into the 2,6-dideoxy trisaccharide of olivomycin A 3 by hydrogenolysis and deprotection.

Original languageEnglish
Pages (from-to)5761-5764
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number36
DOIs
Publication statusPublished - 1993 Sep 3

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Toshima, K., Nozaki, Y., Nakata, M., Tatsuta, K., & Kinoshita, M. (1993). Total synthesis of the trisaccharide of olivomycin A. Tetrahedron Letters, 34(36), 5761-5764. https://doi.org/10.1016/S0040-4039(00)73854-8