Biomimetic total synthesis of (±)-yezo'otogirin A

Hiu C. Lam, Kevin Kuan, Jonathan H. George

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The total synthesis of yezo'otogirin A has been achieved via a biosynthetically-inspired strategy. Diastereoselective synthesis of pre-yezo'otogirin A, the proposed biosynthetic pre-cursor of yezo'otogirin A, was accomplished in eight steps from 3-ethoxy-2-cyclohexenone. A biomimetic oxidative radical cyclization was then used to construct the unique tricyclic ring system of yezo'otogirin A. The synthesis showcases the ability of biomimetic radical cyclizations to generate complex natural products from unprotected intermediates. This journal is

Original languageEnglish
Pages (from-to)2519-2522
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number16
DOIs
Publication statusPublished - 28 Apr 2014

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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