Concise Asymmetric Synthesis of Kweichowenol A

David B. Konrad, Bilal Kicin, Dirk Trauner

Research output: Contribution to journalArticlepeer-review

Abstract

An asymmetric 11-step synthesis of the polyoxygenated cyclohexene natural product kweichowenol A from the traditional Chinese medicinal herb Uvaria kweichowesis is reported. The oxygenation pattern was installed on a linear precursor by exploiting the acyclic stereocontrol of the Kiyooka aldol reaction, as well as Cram chelate-controlled Grignard reactions. Ring-closing metathesis and a selective benzoylation then gave the natural product.

Original languageEnglish (US)
Pages (from-to)383-386
Number of pages4
JournalSynlett
Volume30
Issue number4
DOIs
StatePublished - 2019

Keywords

  • Kiyooka aldol
  • acyclic stereocontrol
  • asymmetric synthesis
  • kweichowenol A
  • natural product synthesis

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Concise Asymmetric Synthesis of Kweichowenol A'. Together they form a unique fingerprint.

Cite this