Synthesis of novel halogen-containing D-homoestrone and 13α-D-homoestrone derivatives by Lewis acid-induced intramolecular Prins reaction

János Wölfling, Éva Frank, Erzsébet Mernyák, Gábor Bunkóczi, Jose A. Cvesta Seijo, Gyula Schneider

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

A simple synthetic route has been developed for the synthesis of 16-halo-D-homosteroids in both the normal and 13-epiestrone series by the Lewis acid-catalyzed cyclization of an unsaturated secoestrone aldehyde and its 13α isomer.

Original languageEnglish
Pages (from-to)6851-6861
Number of pages11
JournalTetrahedron
Volume58
Issue number34
DOIs
Publication statusPublished - Aug 19 2002

Keywords

  • Cycloadditions
  • D-homosteroids
  • Halogenation
  • Ring expansion
  • Stereoselectivity

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of novel halogen-containing D-homoestrone and 13α-D-homoestrone derivatives by Lewis acid-induced intramolecular Prins reaction'. Together they form a unique fingerprint.

  • Cite this