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Syntheses of alpha beta unsaturated ketones starting from vinylic and allylic grignard reagents via 2 imidazolylmethanol intermediates

Syntheses of alpha beta unsaturated ketones starting from vinylic and allylic grignard reagents via 2 imidazolylmethanol intermediates

Heterocycles (Tokyo) 27(2): 457-474

Various .alpha.,.beta.-unsaturated ketones (9, 12 and 16) were prepared from 2-alkanol-1-methyl-1H-imidazoles (6, 10 and 13, respectively), which were obtained by treatment of 2-acyl-1-methyl-1H-imidazoles (1) with vinylic Grignard reagents, a lithium acetylide and allylic Grignard reagents, respectively. dl-(ar)-Turmerone (16i) was also synthesized as an application of the present methodology.

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