An attempted total synthesis of lysergic acid via an alkene/n-sulfonylimine cyclization

Janet L. Ralbovsky, Paul M. Scola, Eiichi Sugino, Carolina Burgos-Garcia, Steven M. Weinreb, Masood Parvez

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

Lewis acid-promoted cyclization of the N-tosylimine derived from aldehyde alkene (18) affords an interesting rearranged seven-membered ring tricycle (21) rather than the expected intermediate containing the lysergic acid skeleton.

Original languageEnglish (US)
Pages (from-to)1497-1512
Number of pages16
JournalHeterocycles
Volume43
Issue number7
DOIs
StatePublished - 1996

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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