5 research outputs found

    Methanolic trimethylamine mediated Baylis-Hillman reaction

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    Application of methanolic trimethylamine, the tertiary amine containing minimum number of carbon atoms with lowest possible molecular weight, for mediating the Baylis-Hillman coupling of various aldehydes with activated olefins viz. methyl acrylate, acrylonitrile and acrolein is described

    The Baylis-Hillman reaction: an expedient synthesis of (Z)-keto allyl bromides and chlorides

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    A simple and expedient synthesis of (Z)-keto allyl bromides and chlorides, from the Baylis-Hillman adducts is described

    The friedel-crafts reaction of the Baylis-Hillman adducts

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    A simple and convenient methodology for the stereoselective construction of 2-benzyl substituted trisubstituted olefins via sulfuric acid catalyzed Fredel-Crafts reaction of benzene with Baylis-Hillman adducts is described

    A facile one-pot conversion of acetates of the Baylis-Hillman adducts to [E]-α-methylcinnamic acids

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    A simple and convenient stereoselective synthesis of [E]-α-methylcinnamic acids via the nucleophilic addition of hydride ion from sodium borohydride to methyl 3-acetoxy-3-aryl-2-methylenepropanoates followed by hydrolysis and crystallization is described. Efficacy of this methodology in the synthesis of [E]-p-(myristyloxy)-α-methylcinnamic acid, an active hypolipidemic agent, and [E]-p-(carbomethoxy)-α -methylcinnamic acid, a valuable synthon for an orally active serine protease inhibitor, is also demonstrated
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