New ventures in the construction of complex heterocycles: Synthesis of morphine and hasubanan alkaloids

Dirk Trauner, Stefanie Porth, Till Opatz, Jan W. Bats, Gerald Giester, Johann Mulzer

Research output: Contribution to journalArticlepeer-review

Abstract

Synthetic approaches to morphine and hasubanan alkaloids involving novel reactions for the formation of their dihydrobenzofuran, piperidine and pyrrolidine ring, respectively, are described. The importance of conformational constraints for the success of these reactions is demonstrated. The syntheses of new dioxepanes, diazepanes, dithiocanes, triazenes and dioxonanes are also reported.

Original languageEnglish (US)
Pages (from-to)653-664
Number of pages12
JournalSynthesis
Issue numberSPEC. ISS. APR.
DOIs
StatePublished - Apr 1998

Keywords

  • Hasubanan alkaloids
  • Ketenes
  • Morphine alkaloids
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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