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Paper | Regular issue | Vol 83, No. 3, 2011, pp.581-589
Published online, 31st January, 2011
DOI: 10.3987/COM-10-12117
Synthesis of Demethoxy-Lycoraminone

Klára Herke, László Hazai, Zsófia Dubrovay, Viktor Háda, Zsuzsanna Sánta, Csaba Szántay, Jr., György Kalaus, and Csaba Szántay*

*Institute of Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1525 Budpest II, Pusztaszeri ut 59-67, P.O. Box 17, Hungary

Abstract

Demethoxy-lycoraminone (8) was prepared in several steps starting from the appropriate benzo[c]azepine dione derivative (9). Ketone (9) was protected as a ketal group followed by methylation on the azepine nitrogen atom. After reduction of the imide carbonyl groups, deprotection, demethylation and ring closure were carried out as a one-pot reaction in methanesulfonic acid in the presence of racemic methionine.