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1 p-benzoquinone adduct, 73286-38-1; 1 maleic anhydride adduct, 49672-95-9; 2, 2207-27-4; 3,49672-92-6; 3 p-benzoquinone adduct, 73286-39-2; 3 maleic anhydride adduct, 73286-40-5; 4,73286-15-4; 4 p-benzoquinone adduct, 73286-16-5; 5, 10,73286-20-1; 11 (X = OMe, R = CH2CH202CCF3), 1-(w-Hydroxyalky1)cyclopentanols and -cyclohexanols were prepared in one step in high yields from butane-1,4-diyl-and pentane-l,5-diyldimagnesium dibromides and lactones in tetrahydrofuran. This method was found to be general and applicable to lactones of any size (8, y, 6, and c) and structure whether aliphatic, aromatic, bicyclic, or spirocyclic. Evidently important steric hindrance close to the carbonyl group prevents annelation and attack on the second nucleophilic center of the Grignard reagent. Furthermore, in the case of oxetan-2-one one obtains, in addition to the corresponding diol, products resulting from scission of the C-0 bond. The diols by appropriate transformation afford new routes to spirolactones and spiroethers.,