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Enone photoannelation

The synthesis of loganin by BLichi et alP- illustrates the tactical use of the enone photoannelation technique, developed by de Mayo for synthesis of 6-diketones via photochemical cycloaddition of enolized /3 diketones to olefins. Thus, construction of the bicyclic iridoid nucleus is accomplished in a single photochemical operation followed by introduction of the C-7 methyl group and glucosidation to afford loganin penta-acetate. ... [Pg.138]

Intramolecular photoannelations can be expected to play a significant part in future investigations. An efficient synthesis of longifolene (31) illustrates this point (Scheme 8). Thus photolysis of the enone (28) gave an adduct (29) which was smoothly cleaved to the diketone (30). This served as the precursor to... [Pg.332]

See other pages where Enone photoannelation is mentioned: [Pg.161]    [Pg.508]    [Pg.161]    [Pg.1414]    [Pg.1486]    [Pg.1488]    [Pg.2212]    [Pg.161]    [Pg.508]    [Pg.161]    [Pg.1414]    [Pg.1486]    [Pg.1488]    [Pg.2212]   
See also in sourсe #XX -- [ Pg.138 ]



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