Synthesis of pinguisane-type sesquiterpenoids acutifolone A, pinguisenol, and bisacutifolones by a Diels-Alder dimerization reaction

Junichi Shiina, Masataka Oikawa, Kensuke Nakamura, Rika Obata, Shigeru Nishiyama

研究成果: Article

17 引用 (Scopus)

抜粋

The total synthesis of pinguisane-type sesquiterpenoids, acutifolone A (1) and pinguisenol (2), has been achieved by using the Mukaiyama aldol reaction as the key step. The intermolecular Diels-Alder reaction of these monomelic natural products successfully led to stereoselective dimerization, leading to bisacutifolones A (3) and B (4). Theoretical calculations revealed that the dimerization reaction proceeded through the most stable transition state.

元の言語English
ページ(範囲)5190-5197
ページ数8
ジャーナルEuropean Journal of Organic Chemistry
発行部数31
DOI
出版物ステータスPublished - 2007 11 14

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

フィンガープリント Synthesis of pinguisane-type sesquiterpenoids acutifolone A, pinguisenol, and bisacutifolones by a Diels-Alder dimerization reaction' の研究トピックを掘り下げます。これらはともに一意のフィンガープリントを構成します。

  • これを引用