A concise total synthesis of (±)-A80915G, a member of the napyradiomycin family of antibiotics

Shunji Takemura, Aya Hirayama, Junko Tokunaga, Fumie Kawamura, Kyoko Inagaki, Kimiko Hashimoto, Masaya Nakata

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

(±)-A80915G, a member of the napyradiomycin family of antibiotics, has been synthesized from 1-amino-2,5-dimethoxy-4-nitrobenzene via the sequential palladium-catalyzed cross-coupling reactions (the Stille reaction) of aryl halides with allyltins and the Diels-Alder reaction of the chloroquinone with the Danishefsky-Brassard diene.

Original languageEnglish
Pages (from-to)7501-7505
Number of pages5
JournalTetrahedron Letters
Volume40
Issue number42
DOIs
Publication statusPublished - 1999 Oct 15

Fingerprint

Cross Reactions
Cycloaddition Reaction
Palladium
Anti-Bacterial Agents
nitrobenzene
Brassard's diene

Keywords

  • Danishefsky-Brassard dienes
  • Diels-Alder reactions
  • Napyradiomycins
  • Stille reactions

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Takemura, S., Hirayama, A., Tokunaga, J., Kawamura, F., Inagaki, K., Hashimoto, K., & Nakata, M. (1999). A concise total synthesis of (±)-A80915G, a member of the napyradiomycin family of antibiotics. Tetrahedron Letters, 40(42), 7501-7505. https://doi.org/10.1016/S0040-4039(99)01553-1

A concise total synthesis of (±)-A80915G, a member of the napyradiomycin family of antibiotics. / Takemura, Shunji; Hirayama, Aya; Tokunaga, Junko; Kawamura, Fumie; Inagaki, Kyoko; Hashimoto, Kimiko; Nakata, Masaya.

In: Tetrahedron Letters, Vol. 40, No. 42, 15.10.1999, p. 7501-7505.

Research output: Contribution to journalArticle

Takemura, S, Hirayama, A, Tokunaga, J, Kawamura, F, Inagaki, K, Hashimoto, K & Nakata, M 1999, 'A concise total synthesis of (±)-A80915G, a member of the napyradiomycin family of antibiotics', Tetrahedron Letters, vol. 40, no. 42, pp. 7501-7505. https://doi.org/10.1016/S0040-4039(99)01553-1
Takemura S, Hirayama A, Tokunaga J, Kawamura F, Inagaki K, Hashimoto K et al. A concise total synthesis of (±)-A80915G, a member of the napyradiomycin family of antibiotics. Tetrahedron Letters. 1999 Oct 15;40(42):7501-7505. https://doi.org/10.1016/S0040-4039(99)01553-1
Takemura, Shunji ; Hirayama, Aya ; Tokunaga, Junko ; Kawamura, Fumie ; Inagaki, Kyoko ; Hashimoto, Kimiko ; Nakata, Masaya. / A concise total synthesis of (±)-A80915G, a member of the napyradiomycin family of antibiotics. In: Tetrahedron Letters. 1999 ; Vol. 40, No. 42. pp. 7501-7505.
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