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A remarkable base-induced rearrangement of hydroxy oxazolines to amido tetrahydrofurans

KJ Wilson, M Sabat, GJ McGarvey

文献索引:Wilson, Kenneth J.; Sabat, Michal; McGarvey, Glenn J. Journal of Organic Chemistry, 1993 , vol. 58, # 23 p. 6180 - 6181

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被引用次数: 12

摘要

Summary: Asymmetric 8-hydroxy oxazolines have been shown to rearrange at room temperature to isomeric tetrahydrofurans when deprotonated with potassium hydride in tetrahydrofuran. In the course of our investigations on the asymmetric elaboration of enantiomerically pure oxazoline 1, we observed varying amounts of undesirable contaminants accompanying some of these transformations.' Invariably, these contaminants appeared when the reaction proceeded ...