Total Synthesis of Tunicamycin v

Kazuki Yamamoto, Fumika Yakushiji, Takanori Matsumaru, Satoshi Ichikawa

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11 Citations (Scopus)

Abstract

The total synthesis of tunicamycin V is described. This strategy is based on the initial construction of tunicaminyluracil, which is regarded to play an important role in the observed biological activities. The key to the synthesis was a Mukaiyama aldol reaction followed by a furan-oxidation to construct the undecose skeleton, a [3,3] sigmatropic rearrangement of a cyanate, and a highly selective trehalose-type glycosylation.

Original languageEnglish
Pages (from-to)256-259
Number of pages4
JournalOrganic Letters
Volume20
Issue number1
DOIs
Publication statusPublished - 2018 Jan 5
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Yamamoto, K., Yakushiji, F., Matsumaru, T., & Ichikawa, S. (2018). Total Synthesis of Tunicamycin v. Organic Letters, 20(1), 256-259. https://doi.org/10.1021/acs.orglett.7b03623