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Communication | Special issue | Vol 39, No. 1, 1994, pp.35-38
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S(B)23
A Synthesis of Pyrrolomorphinans

Peter Schwarz and Helmut Schmidhammer*

*Institute of Pharmaceutical Chemistry, University of Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria


Pyrrolomorphinans (4, 10, and 13) have been prepared from the corresponding nitro ketones employing the tributylphosphine-diphenyl sulfide deoxygenating system. The nitro ketones (7, 9, and 12) were obtained either from hydrocodone (6) with lithium diisopropylamide and the corresponding nitroalkene, or from hydrocodonepyrrolidine enamine (11) by treatment with 2-nitropropene.