Bioinspired Total Synthesis of Delitschiapyrone A

研究成果: Article査読

3 被引用数 (Scopus)

抄録

A bioinspired seven-step total synthesis of delitschiapyrone A was accomplished in 32% overall yield from commercially available 4-bromo-3,5-dimethoxybenzoic acid. The key step of the synthesis is an exclusively regioselective and diastereoselective reaction cascade consisting of the Diels-Alder reaction, α-ketol rearrangement, and cyclic hemiacetalization, achieved by simply stirring a heterogeneous mixture of two Diels-Alder substrates (putative biosynthetic intermediates) and water at 35 °C, directly furnishing the pentacyclic natural product in 75% yield. ©

本文言語English
ページ(範囲)4645-4648
ページ数4
ジャーナルOrganic letters
20
15
DOI
出版ステータスPublished - 2018 8 3

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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