77520-45-7Relevant academic research and scientific papers
One-Step Spiroannelation. Synthesis of Spiro γ- and δ-Lactones
Canonne, Persephone,Belanger, Denis,Lemay, Gilles,Foscolos, Georges B.
, p. 3091 - 3097 (2007/10/02)
Carbocyclic acid anhydrides can be converted to spiro γ- and δ-lactones by addition of di-Grignard reagents in tetrahydrofuran solution.Five- and six-membered rings have been formed in one-step reactions.Possible mechanistic pathways for this reaction are discussed.The conversion of spirolactones to 1-(ω-hydroxyalkyl)cycloalkanols was accomplished by reduction with LAH to illustrate the versatility of these substances giving (after or upon treatment with tosyl chloride) the corresponding spiroethers.
