Formal Synthesis of Pseudolaric Acid B

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Abstract

A formal synthesis of pseudolaric acid B, a diterpene isolated from the root bark of Pseudolarix kaempferi Gordon (Pinaceae), to Trost's synthetic intermediate was achieved in 17 steps from a known ketone. Key features of this synthesis include a Claisen rearrangement and iodoetherification to construct quaternary stereocenters and ring-closing metathesis to form the seven-membered ring.

Original languageEnglish
Pages (from-to)907-910
Number of pages4
JournalSynlett
Volume31
Issue number9
DOIs
Publication statusPublished - 2020 Jun 3
Externally publishedYes

Keywords

  • Claisen rearrangement
  • cytotoxins
  • diterpenes
  • iodoetherification
  • pseudolaric acid B
  • total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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