Toward the total synthesis of divergolides C and D

Anastasia Hager, Christian A. Kuttruff, Dominik Hager, Daniel W. Terwilliger, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

The divergolides are a family of structurally unprecedented ansa macrocycles. We describe a synthetic strategy toward divergolides C and D that hinges on the biomimetic diversification of a common intermediate. An advanced precursor that incorporates all the carbon atoms of divergolide C and D is presented, and atropisomerism in a sterically crowded acyl naphthalene is studied.

Original languageEnglish (US)
Article numberST-2013-B0557-L
Pages (from-to)1915-1920
Number of pages6
JournalSynlett
Volume24
Issue number15
DOIs
StatePublished - 2013

Fingerprint

Biomimetics
Hinges
Carbon
Atoms
divergolide D
divergolide C
naphthalene

Keywords

  • ansamycins
  • atropisomerism
  • divergent synthesis
  • macrolides
  • natural products

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Hager, A., Kuttruff, C. A., Hager, D., Terwilliger, D. W., & Trauner, D. (2013). Toward the total synthesis of divergolides C and D. Synlett, 24(15), 1915-1920. [ST-2013-B0557-L]. https://doi.org/10.1055/s-0033-1338974

Toward the total synthesis of divergolides C and D. / Hager, Anastasia; Kuttruff, Christian A.; Hager, Dominik; Terwilliger, Daniel W.; Trauner, Dirk.

In: Synlett, Vol. 24, No. 15, ST-2013-B0557-L, 2013, p. 1915-1920.

Research output: Contribution to journalArticle

Hager, A, Kuttruff, CA, Hager, D, Terwilliger, DW & Trauner, D 2013, 'Toward the total synthesis of divergolides C and D', Synlett, vol. 24, no. 15, ST-2013-B0557-L, pp. 1915-1920. https://doi.org/10.1055/s-0033-1338974
Hager A, Kuttruff CA, Hager D, Terwilliger DW, Trauner D. Toward the total synthesis of divergolides C and D. Synlett. 2013;24(15):1915-1920. ST-2013-B0557-L. https://doi.org/10.1055/s-0033-1338974
Hager, Anastasia ; Kuttruff, Christian A. ; Hager, Dominik ; Terwilliger, Daniel W. ; Trauner, Dirk. / Toward the total synthesis of divergolides C and D. In: Synlett. 2013 ; Vol. 24, No. 15. pp. 1915-1920.
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