Direct, Biomimetic Synthesis of (+)-Artemone via a Stereoselective, Organocatalytic Cyclization

Eric D. Nacsa, Brian C. Fielder, Shannon P. Wetzler, Veerasak Srisuknimit, Jonathan P. Litz, Mary J. Van Vleet, Kim Quach, David A. Vosburg

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

We present a four-step synthesis of (+)-artemone from (-)-linalool, featuring iminium organocatalysis of a doubly diastereoselective conjugate addition reaction. The strategy follows a proposed biosynthetic pathway, rapidly generates stereochemical complexity, uses no protecting groups, and minimizes redox manipulations. Georg Thieme Verlag Stuttgart.

Original languageEnglish (US)
Article numberss-2015-m0145-op
Pages (from-to)2599-2602
Number of pages4
JournalSynthesis (Germany)
Volume47
Issue number17
DOIs
StatePublished - Sep 1 2015

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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