Total synthesis of brevenal

Hiroyoshi Takamura, Shigetoshi Kikuchi, Yuichi Nakamura, Yuji Yamagami, Takayuki Kishi, Isao Kadota, Yoshinori Yamamoto

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53 Citations (Scopus)

Abstract

A total synthesis of brevenal is described. The pentacyclic ether core was constructed by the intramolecular allylation of α-acetoxy ether and subsequent ring - closing metathesis. Both of the diene side chains were introduced by Wittig olefination and a Horner - Wadsworth - Emmons reaction, respectively, in a highly stereoselective manner.

Original languageEnglish
Pages (from-to)2531-2534
Number of pages4
JournalOrganic Letters
Volume11
Issue number12
DOIs
Publication statusPublished - Jun 18 2009

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Takamura, H., Kikuchi, S., Nakamura, Y., Yamagami, Y., Kishi, T., Kadota, I., & Yamamoto, Y. (2009). Total synthesis of brevenal. Organic Letters, 11(12), 2531-2534. https://doi.org/10.1021/ol900769d