Total synthesis of (-)-pestalotiopsin A

Ken Ichi Takao, Nobuhiko Hayakawa, Reo Yamada, Taro Yamaguchi, Urara Morita, Soujiro Kawasaki, Kin Ichi Tadano

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

(Chemical Equation Presented) A big "+": The total synthesis of (-)-pestalotiopsin A has been achieved, thereby establishing the absolute stereochemistry of natural (+)-pestalotiopsin A (see scheme). The synthesis features a [2+2] cycloaddition, an aldol reaction, and an intramolecular Nozaki-Hiyama-Kishi reaction to construct the (E)-cyclononene ring.

Original languageEnglish
Pages (from-to)3426-3429
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number18
DOIs
Publication statusPublished - 2008 Apr 21

Keywords

  • Chiral auxiliaries
  • Cyclization
  • Cycloaddition
  • Synthesis design

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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    Takao, K. I., Hayakawa, N., Yamada, R., Yamaguchi, T., Morita, U., Kawasaki, S., & Tadano, K. I. (2008). Total synthesis of (-)-pestalotiopsin A. Angewandte Chemie - International Edition, 47(18), 3426-3429. https://doi.org/10.1002/anie.200800253