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Elimination reactionsO 0090 Thermal Elimination of Diethyldithiocarbamates and Application in the Synthesis
of (±)-Ferrugine. — Dithiocarbamate-substituted lactams smoothly undergo elimina-tion of the -Eta group in refluxing Ph2O which offers a simple approach to α,β- and/or β,γ-unsaturated amides. Treatment of the unsaturated bridged amide (XIII) with Ph-Li followed by quenching with aqueous NaOH allows a direct access to the alkaloid fer-rugine (XV). — (AHMED, S.; BAKER, L. A.; GRAINGER*, R. S.; INNOCENTI, P.; QUEVEDO, C. E.; J. Org. Chem. 73 (2008) 20, 8116-8119; Sch. Chem., Univ. Birmingham, Edgbaston, Birmingham B15 2TT, UK; Eng.) — Jannicke
09- 041
ChemInform 2009, 40, issue 09 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim