A Biomimetic Strategy to Access the Silybins: Total Synthesis of (-)-Isosilybin A

Benjamin R. McDonald, Antoinette E. Nibbs, Karl A. Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

(Figure Presented). We report the first asymmetric, total synthesis of (-)-isosilybin A. A late-stage catalytic biomimetic cyclization of a highly functionalized chalcone is employed to form the characteristic benzopyranone ring. A robust and flexible approach to this chalcone provides an entry to the preparation of the entire isomeric family of silybin natural products.

Original languageEnglish (US)
Pages (from-to)98-101
Number of pages4
JournalOrganic Letters
Volume17
Issue number1
DOIs
StatePublished - Jan 2 2015

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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