7 research outputs found

    Synthetic applications of the baylis-hillman reaction: simple synthesis of [2E]-2-butyloct-2-enal and [2E]-2-tridecylheptadec-2-enal

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    A simple synthesis of [2E]-2-butyloct-2-enal, an alarm pheromone component of the African weaver ant, Oeco-phylla longinoda, and [2E]-2-tridecylheptadec-2-enal, an unusual metabolite from the red alga, Laurencia species using Baylis-Hillman adducts has been described

    The Baylis-Hillman reaction: a novel carbon-carbon bond forming reaction

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    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

    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

    Stereoselective transformation of Baylis-Hillman adducts into (3E)-3-(alkoxymethyl)alk-3-en-2-ones

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    The pure (3E)-3-(methoxymethyl)alk-3-en-2-ones and (3E)-3-(ethoxymethyl)alk-3-en-2-ones are formed in the acid induced reaction of 4-hydroxy-3-methylenealkan-2-ones with methanol and ethanol, respectively

    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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