28 research outputs found

    Rare Earth Metal and Hafnium Triflate-catalyzed Generation of Carbocation and Reaction with Various Nucleophiles

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    A facile and chemoselective conjugate reduction using polymethylhydrosiloxane (PMHS) and catalytic B(C<SUB>6</SUB>F<SUB>5</SUB>)<SUB>3</SUB>

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    A highly chemoselective conjugate reduction of electron-deficient Michael acceptors, including α β-unsaturated ketones, carboxylic esters, nitriles and nitro compounds with PMHS in the presence of catalytic B(C<SUB>6</SUB>F<SUB>5</SUB>)<SUB>3</SUB> is described

    The stereoselective total synthesis of (+)-stagonolide B

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    The stereoselective total synthesis of the nonenolide, (+)-stagonolide B is described. The key steps involve epoxide homologation, hydrolytic kinetic resolution and ring-closing metathesis

    Formal total synthesis of cyanolide A

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    Formal total synthesis of cyanolide A, aglycosidic dimeric macrolide is accomplished. The key reactions involved are asymmetric acetate aldol reaction, CBS reduction, and Shiina's lactonization

    A facile nucleophilic displacement of Baylis-Hillman acetates with ammonium thiocyanate

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    Baylis-Hillman acetates undergo smooth nucleophilic displacement with ammonium thiocyanate under mild basic conditions in quantitative yields

    Stereoselective total synthesis of (+)-Virol C

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    A highly stereoselective synthesis of (+)-Virol C (1) has been achieved starting from octan-1-ol (6) using two different strategies, elimination reactions of epoxyallyl chloride 12 and epoxy chloride 16 to hydroxyenyne 2 and trans-hydroxyalkenyl chloride 4 as key reactions in route a and route b, respectively

    Tris(pentafluorophenyl)borane-catalyzed synthesis of N-benzyl pyrrolidines

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    1,3-Dipolar cycloaddition of in situ generated azometh-ine ylides to electron deficient olefins catalyzed tris(pentafluorophenyl)borane is described

    Versatile Route to Benzoannulated Medium-Ring Carbocycles via Aryne Insertion into Cyclic 1,3-Diketones: Application to a Synthesis of Radermachol

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    A general approach involving the insertion of in situ generated aryne into the C–C bond of cyclic 1,3-diketones for rapidly assembling functionalized benzo-fused medium ring carbocycles is delineated. The efficacy of the methodology has been demonstrated through a concise total synthesis of pentacyclic natural product radermachol

    Iodine-catalyzed nucleophilic substitution reactions of benzylic alcohols

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    Molecular iodine efficiently catalyzes the direct nucleophilic substitution of the hydroxy group of benzylic alcohols with carbon and oxygen nucleophiles

    A concise stereoselective total synthesis of herbarumin III

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    A stereoselective total synthesis of the phytotoxic compound herbarumin III has been achieved by utilizing Crimmins's aldol- approach, 1,3-syn asymmetric reduction, and an olefin meta-thesis reaction as the key steps
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