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Vinylogous trifluoromethyl amide

The naturally occurring sulfonamide (-)-altemicidin is the first 6-azaindene monoterpene alkaloid isolated as a metabolite of microorganisms. A.S. Kende utilized the Polonovski-Potier reaction in the key step to introduce the carbamoyl enamine functionality. The tertiary amine was oxidized to the A/-oxide by H2O2 followed by treatment with excess TFAA to afford the desired vinylogous trifluoromethyl amide. [Pg.357]

Vinylogous trifluoromethyl amides. The Potier-Polonovski rearrangement of tertiary amine A(-oxides induced by (CFjCOjjO is frequently followed by trifluoroacetylation. This method is most suitable for the synthesis of (-)-altemicidin. ... [Pg.361]

See other pages where Vinylogous trifluoromethyl amide is mentioned: [Pg.360]    [Pg.360]    [Pg.69]   
See also in sourсe #XX -- [ Pg.357 ]



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Vinylogization

Vinylogous

Vinylogous amide

Vinylogous trifluoromethyl

Vinylogs vinylogous

Vinylogy

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