Olefinic Cyclizations. VI. Formolysis of Some Branched-Chain Alkenyl p-Nitrobenzenesulfonates
WS Johnson, R Owyang
Index: Johnson,W.S.; Owyang,R. Journal of the American Chemical Society, 1964 , vol. 86, p. 5593 - 5598
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Citation Number: 15
Abstract
Formolysis of 5-methyl-5-hexenyl p-nitrobenzenesulfonate gave cyclized material in only 39% yield. The remainder of the product consisted mainly of compounds arising from attack by formic acid on the terminal olefinic bond of the substrate. The main course of the formolysis of 4-methyl-4-pentenyl p-nitrobenzenesulfonate involved rearrangement to the 4- methyl-3-pentenyl ester, followed by solvolysis of the homoallylic system. The formolysis ...
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