4 Scopus citations

Abstract

The human carcinogen diethylstilbestrol (DES) is metabolized into 3′-hydroxydiethylstilbestrol (3′-OH-DES) (1). Chemical oxidation of the catechol metabolites with silver oxide in CH2Cl2 affords a novel spiro-quinone (3) in quantitative yield. Protection of the phenolic OH group followed by oxidation gives 4″-OCH3-DES- 3′,4′-Q (5) in excellent yield.

Original languageEnglish (US)
Pages (from-to)4449-4451
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number26
DOIs
StatePublished - Jun 27 2005

Keywords

  • Catechol estrogen
  • Depurinating adducts
  • Diethylstilbestrol
  • Oxidation
  • spiro-Quinone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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