Heterocyclic Compounds
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ChemInform Abstract: Synthesis of α-Carboxy-γ-butyrolactones by the Benzophenone-Sensitized Photoreaction of Alkylidene or Benzylidenemalonic Acids with Alcohols.
First published: April 6, 1993
Abstract
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ChemInform Abstract
Primary alcohols afford in the title reaction a mixture of diastereomers such as (III) and (IV), which cannot be separated by chromatography. As is demonstrated for the products (VII) of the secondary alcohols, the α-carboxy-γ-butyrolactones can be converted in the α-methylene derivatives (IX) by Mannich reaction and decarboxylated by 150 °C to the lactones (X).
