Diastereoselective synthesis of (±)-heliotropamide by a one-pot, four-component reaction

Ashkaan Younai, Gregory F. Chin, Jared T. Shaw

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

The first synthesis of heliotropamide is reported. The preparation of this 2-oxopyrrolidine (γ-lactam) natural product relied on a diastereoselective one-pot, four-component reaction (4CR) for the assembly of the core structure. On the basis of chemical shift correlation and NOESY experiments, the previously unknown alkene geometry of heliotropamide is assigned as E.

Original languageEnglish (US)
Pages (from-to)8333-8336
Number of pages4
JournalJournal of Organic Chemistry
Volume75
Issue number23
DOIs
StatePublished - Dec 3 2010

ASJC Scopus subject areas

  • Organic Chemistry

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