The synthesis and solvolytic rearrangement of the spiro [2.3] hexane-4-methanol system

WG Dauben, JL Chitwood

文献索引：Dauben,W.G.; Chitwood,J.L. Journal of the American Chemical Society, 1968 , vol. 90, p. 3835 - 3839

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被引用次数: 5

摘要

Abstract: Spiro [2.3] hexane-4-methanol (2) was formed upon prolonged treatment of methyl 4-chlorobicyclo-[2.2. 0] hexane-l-carboxylate (1) with lithium aluminum hydride, and the rearrangement of the p-toluenesulfonate ester 4 of this alcohol was studied. The rate of this rearrangement in acetic acid buffered with sodium acetate was the same as that of cyclobutylmethyl p-toluenesulfonate, indicating that the cyclopropyl ring had no effect on ...