Total Synthesis of Skipped Diene Natural Products

Takaaki Sato, Takahiro Suto, Yoshiyuki Nagashima, Shori Mukai, Noritaka Chida

Research output: Contribution to journalReview articlepeer-review

Abstract

Skipped dienes (1,4-dienes) are widely distributed in a variety of biologically active natural products. The synthesis of these skipped dienes is a relatively undeveloped area compared with that of conjugated dienes (1,3-dienes) due to the sp3-hybridized carbon between two olefins. Especially, development of methods to meet both high stereoselectivity and convergency is highly challenging. This review focuses on recent advances in the synthesis of skipped dienes in the total synthesis of complex natural products, which are classified into three classes; a) skipped dienes comprised of two disubstituted olefins, b) skipped dienes including trisubstituted olefin(s), and c) 3-methyl skipped dienes.

Original languageEnglish
Pages (from-to)2486-2502
Number of pages17
JournalAsian Journal of Organic Chemistry
Volume10
Issue number10
DOIs
Publication statusPublished - 2021 Oct

Keywords

  • natural product
  • olefination
  • skipped diene
  • stereoselectivity
  • total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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