Total synthesis of the topopyrones: A new class of topoisomerase I poisons

Mark A. Elban, Sidney M. Hecht

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

(Chemical Equation Presented) The topopyrones represent a new class of highly cytotoxic topoisomerase I poisons. Efficient total syntheses of all four naturally occurring members of this class have been accomplished. Key elements of the syntheses include Diels-Alder reactions employing two novel dienes and a titanium-mediated ortho-directed Friedel-Crafts acylation. Additionally, the syntheses of two chlorinated analogues accessible from an advanced intermediate are described.

Original languageEnglish (US)
Pages (from-to)785-793
Number of pages9
JournalJournal of Organic Chemistry
Volume73
Issue number3
DOIs
StatePublished - Feb 1 2008
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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