7 research outputs found

    Cu(II)-Catalyzed Acylation by Thiol Esters Under Neutral Conditions: Tandem Acylation-Wittig Reaction Leading to a One-Pot Synthesis of Butenolides

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    The first catalytic acylation of alcohols with a thiol ester present in Wittig reagents under neutral conditions catalyzed by the Cu(II) salt through a push−pull mechanism is reported. Furthermore, a new methodology for the one-pot lactonization of acyloins by a copper catalyst is developed. The synthetic utility of this method for the synthesis of natural products is shown

    Efficient Synthesis of Dissymmetric Malonic Acid <i>S</i>,<i>O</i>-Esters via Monoalcoholysis of Symmetric Dithiomalonates under Neutral Conditions

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    A novel method for the highly selective synthesis of dissymmetric S,O-malonates starting from symmetric diphenyl dithiomalonates under neutral conditions is described. The key step is the thermal formation of an acylketene, the stability of which would contribute to the selectivity. The synthetic utility of the dissymmetric S,O-malonates is also shown

    Cu(II)-Catalyzed Acylation by Thiol Esters Under Neutral Conditions: Tandem Acylation-Wittig Reaction Leading to a One-Pot Synthesis of Butenolides

    No full text
    The first catalytic acylation of alcohols with a thiol ester present in Wittig reagents under neutral conditions catalyzed by the Cu(II) salt through a push−pull mechanism is reported. Furthermore, a new methodology for the one-pot lactonization of acyloins by a copper catalyst is developed. The synthetic utility of this method for the synthesis of natural products is shown

    Total Synthesis of (+)- and (−)-Sundiversifolide via Intramolecular Acylation and Determination of the Absolute Configuration

    No full text
    Intramolecular acylation of an organolithium leads to an efficient stereocontrolled total synthesis of both enantiomers of sundiversifolide. The absolute configuration was determined by HPLC analysis and allelopathy assay. The γ-lactone moiety resulted from a butenolide was obtained by the condensation of a bicyclic α-hydroxyhemiacetal with Ph3PCMe(CO2R)

    Total Synthesis of (+)- and (−)-Sundiversifolide via Intramolecular Acylation and Determination of the Absolute Configuration

    No full text
    Intramolecular acylation of an organolithium leads to an efficient stereocontrolled total synthesis of both enantiomers of sundiversifolide. The absolute configuration was determined by HPLC analysis and allelopathy assay. The γ-lactone moiety resulted from a butenolide was obtained by the condensation of a bicyclic α-hydroxyhemiacetal with Ph3PCMe(CO2R)
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