Elaeocarpus Alkaloids. The Synthesis of dl-Elaeokanine-A and dl-Elaeokanine-C.

Joseph J. Tufariello*, Sk Asrof Ali

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

The synthesis of dl-elaeokanine-A and dl-elaeokanine-C is described by an approach which utilizes a nitrone cyclo-addition to generate a β-aminoketone, which upon annulation produces one or the other of the title alkaloids depending upon conditions.

Original languageEnglish
Pages (from-to)4445-4448
Number of pages4
JournalTetrahedron Letters
Volume20
Issue number46
DOIs
StatePublished - 1979
Externally publishedYes

Bibliographical note

Funding Information:
Acknowledgement - We wish to thank the Institute of General Medical Sciences of the NIH for financial assistance (GM 25303). Moreover, we are grateful to Dr. J. A. Lamberton (CSIRO, Melbourne) for the NMR and IR spectra of natural d-elaeokanine-Aa nd dl-elaeokanine-C,a nd for IR (KBr) spectra of the methiodide of both natural and synthetic elaeokanine-C.

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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