Total Synthesis of the Cephalotaxus Alkaloids. Cephalotaxine, Cephalotaxinone, and Demethylcephalotaxinone

Steven M. Weinreb, Joseph Auerbach

Research output: Contribution to journalArticle

101 Citations (Scopus)

Abstract

Cephalotaxine (1), the major alkaloid produced by several species of Cephalotaxus (plum-yews), has been synthesized as its racemate in eight steps from 1-prolinol (4) and 3,4-methylenedioxyphenylacetyl chloride (3). Cephalotaxinone (22) and demethylcephalotaxinone (19), minor alkaloids which normally occur with cephalotaxine, have been prepared as intermediates in this synthesis.

Original languageEnglish (US)
Pages (from-to)2503-2506
Number of pages4
JournalJournal of the American Chemical Society
Volume97
Issue number9
DOIs
StatePublished - Apr 1 1975

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Harringtonines
Alkaloids
Cephalotaxus
Chlorides
cephalotaxine

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

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Total Synthesis of the Cephalotaxus Alkaloids. Cephalotaxine, Cephalotaxinone, and Demethylcephalotaxinone. / Weinreb, Steven M.; Auerbach, Joseph.

In: Journal of the American Chemical Society, Vol. 97, No. 9, 01.04.1975, p. 2503-2506.

Research output: Contribution to journalArticle

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