Development of a Divergent Route to Erythrina Alkaloids

Sebastian Clementson, Mikkel Jessing, Paulo J. Vital, Jesper L. Kristensen*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

4 Citations (Scopus)

Abstract

Erythrina alkaloids were identified at the end of the 19th century and today, more than 100 members of the erythrinane family have been isolated. They are characterized by a unique tetracyclic, α-tertiary spiroamine scaffold. Herein we detail our efforts towards the development of a divergent enantioselective synthesis of (+)-dihydro-β-erythroidine (DHβE) - one of the most prominent members of this intriguing family of natural products. 1 Introduction 2 Synthetic Strategy 2.1 First Generation 2.2 Second Generation 2.3 Third Generation 2.3.1 Radical Endgame 2.3.2 Completion of the Total Synthesis 3 Conclusion.

Original languageEnglish
Article numberst-2019-a0679-a
JournalSynlett
Volume31
Issue number4
Pages (from-to)327-333
Number of pages7
ISSN0936-5214
DOIs
Publication statusPublished - 3 Mar 2020

Keywords

  • asymmetric allylic alkylation
  • decarboxylative cross coupling
  • Erythrina alkaloids
  • ring closing metathesis
  • spiroamine
  • total synthesis

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