Original scientific paper

Reaction of Cross-Conjugated Systems With Diisobutylaluminium-Hydride and Oxygen

Milutin Stefanović ; Department of Chemistry, Faculty of Science, University of Belgrade, P.O. Box 550, 11001Belgrade, Yugoslavia
Bogdan Šolaja ; Department of Chemistry, Faculty of Science, University of Belgrade, P.O. Box 550, 11001Belgrade, Yugoslavia
Ivana Aljančić-Šolaja ; Institute for Chemistry, Technology and Metallurgy, Njegoševa 12, 11000Belgrade, Yugoslavia

Abstract

After discovering that conjugated ketones may be converted to syn-epoxy-alcohols by DIBAH and oxygen, the investigation was expanded to cross-conjugated dienone systems, i. e. «-santonln and adrosta-1,4-diene-3,17-dione. The addition of 1 M DIBAH in toluene converted these dienones to intermediate aluminoxy derivatives which, after passing oxygen through the reaction mixture and continuous addition of DIBAH, gave the corresponding syn-epoxy-alcohols. No formation of diepoxy and anti-epoxy-alcohols was observed.

Keywords

Hrčak ID:

178048

URI

https://hrcak.srce.hr/178048

Publication date:

6.3.1986.

Visits: 819 *