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The Journal of Organic Chemistry

Preparation of 3-(hydroxymethyl)-4, 4-dimethylpentanoic acid. gamma.-lactone

A DeBoer, JA Hunter

文献索引:DeBoer,A.; Hunter,J.A. Journal of Organic Chemistry, 1973 , vol. 38, # 1 p. 144 - 146

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被引用次数: 6

摘要

3-(Hydroxymethyl)-4, 4-dimethylpentanoic acid?-lactone can be prepared in 62% overall yield in four steps from ethyl 3-hydroxy-3, 4, 4-trirnethylpentanoate. The latter was dehydrated to give a mixture of alp-and 0,~-unsaturated esters which upon bromination with NBS yielded ethyl (Z)-3-(bromomethyl)-4, 4-dimethyl-2-penten-oate. Thermal cyclization of the bromo ester produced 3-tert-butyl-2-buten-1, 4-olide, which was hydrogenated to give ...