Total Synthesis of Herbimycin A

Masaya Nakata, Tomomasa Osumi, Ari Ueno, Takenori Kimura, Tetsuro Tamai, Kuniaki Tatsuta

Research output: Contribution to journalArticle

49 Citations (Scopus)

Abstract

The first total synthesis of herbimycin A (1), the benzoquinoid ansamycin antibiotic, has been accomplished by coupling two segments of the aliphatic ansa-chain 2 and the aromatic chromophore 3, elucidating the absolute stereochemistry.

Original languageEnglish
Pages (from-to)6015-6018
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number42
DOIs
Publication statusPublished - 1991 Oct 14

Fingerprint

Rifabutin
Stereochemistry
Chromophores
Anti-Bacterial Agents
herbimycin

Keywords

  • Ansamycin Antibiotic
  • Herbimycin A
  • Regioselective Epoxide-ring Opening
  • Stereoselective Hydroboration
  • [(Z-γ-Methoxyallyl]diisopinocampheylborane

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Nakata, M., Osumi, T., Ueno, A., Kimura, T., Tamai, T., & Tatsuta, K. (1991). Total Synthesis of Herbimycin A. Tetrahedron Letters, 32(42), 6015-6018. https://doi.org/10.1016/S0040-4039(00)79452-4

Total Synthesis of Herbimycin A. / Nakata, Masaya; Osumi, Tomomasa; Ueno, Ari; Kimura, Takenori; Tamai, Tetsuro; Tatsuta, Kuniaki.

In: Tetrahedron Letters, Vol. 32, No. 42, 14.10.1991, p. 6015-6018.

Research output: Contribution to journalArticle

Nakata, M, Osumi, T, Ueno, A, Kimura, T, Tamai, T & Tatsuta, K 1991, 'Total Synthesis of Herbimycin A', Tetrahedron Letters, vol. 32, no. 42, pp. 6015-6018. https://doi.org/10.1016/S0040-4039(00)79452-4
Nakata M, Osumi T, Ueno A, Kimura T, Tamai T, Tatsuta K. Total Synthesis of Herbimycin A. Tetrahedron Letters. 1991 Oct 14;32(42):6015-6018. https://doi.org/10.1016/S0040-4039(00)79452-4
Nakata, Masaya ; Osumi, Tomomasa ; Ueno, Ari ; Kimura, Takenori ; Tamai, Tetsuro ; Tatsuta, Kuniaki. / Total Synthesis of Herbimycin A. In: Tetrahedron Letters. 1991 ; Vol. 32, No. 42. pp. 6015-6018.
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