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Short Paper | Special issue | Vol 88, No. 1, 2014, pp.755-763
Published online, 29th July, 2013
DOI: 10.3987/COM-13-S(S)38
Synthesis of 8-Amino-(dihydrofuran-Fused Perhydrophenanthrene) via Copper-Mediated Amination Reaction

Kenji Sugimoto, Kosuke Tamura, Naoki Toyooka, and Yuji Matsuya*

*Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Sugitani 2630, Toyama, 930-0194, Japan

Abstract

Introduction of nitrogen substituents on a highly functionalized dihydrofuran-fused perhydrophenanthrene (DF) core was examined. Acetamide functionality could be introduced on the DF by copper-mediated Buchwald-type coupling. On the other hand, installation of free amino group on a DF was established via an aryl azide under the copper-mediated condition reported by Helquist and co-workers.