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  • Title: Regioselective synthesis and structural studies of substituted gamma-hydroxybutenolides with use of a tandem Baylis-Hillman/singlet oxygenation reaction.
    Author: Patil SN, Liu F.
    Journal: J Org Chem; 2008 Jun 20; 73(12):4476-83. PubMed ID: 18489153.
    Abstract:
    The scope and limitations of a regioselective synthesis of either alpha- or beta-substituted gamma-hydroxybutenolides from 3-furfural and enones are described. The sequence features a Baylis-Hillman reaction followed by singlet oxygen oxidation with use of either an amine base or TBAF as the regioselectivity switches. Structural studies in solution on some of the resulting gamma-hydroxybutenolides are also reported.
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