Synthesis of Tetramic Acid Derivatives via a Tandem Umpolung Alkylation/Reduction/Cyclization Reaction of γ-Hydrazono β-Ketoester
Isao Mizota, Miki Maeda, Kiho Imoto, Makoto Shimizu
Abstract
An efficient method for the one-pot synthesis of tetramic acid derivatives was developed utilizing tandem umpolung N-alkylation/reduction/cyclization of γ-hydrazono β-ketoester. By using this reaction as a key step, the total synthesis of the 3-spiro 7-hydroxamic acid tetralin which possesses an HDAC inhibitory activity was also achieved.
Topics & Concepts
UmpolungChemistryAlkylationTandemHydroxamic acidTetralinOrganic chemistryCombinatorial chemistryStereochemistryCatalysisNucleophileMaterials scienceComposite materialChemical Synthesis and AnalysisSynthetic Organic Chemistry MethodsHistone Deacetylase Inhibitors Research