Total synthesis of the trisaccharide of olivomycin A

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

Research output: Contribution to journalArticle

9 Citations (Scopus)

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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Trisaccharides
Plicamycin
Hydrogenolysis
Anti-Bacterial Agents
olivomycin A

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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

Total synthesis of the trisaccharide of olivomycin A. / Toshima, Kazunobu; Nozaki, Yuko; Nakata, Masaya; Tatsuta, Kuniaki; Kinoshita, Mitsuhiro.

In: Tetrahedron Letters, Vol. 34, No. 36, 03.09.1993, p. 5761-5764.

Research output: Contribution to journalArticle

Toshima, K, Nozaki, Y, Nakata, M, Tatsuta, K & Kinoshita, M 1993, 'Total synthesis of the trisaccharide of olivomycin A', Tetrahedron Letters, vol. 34, no. 36, pp. 5761-5764. https://doi.org/10.1016/S0040-4039(00)73854-8
Toshima, Kazunobu ; Nozaki, Yuko ; Nakata, Masaya ; Tatsuta, Kuniaki ; Kinoshita, Mitsuhiro. / Total synthesis of the trisaccharide of olivomycin A. In: Tetrahedron Letters. 1993 ; Vol. 34, No. 36. pp. 5761-5764.
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