Regiochemical Effect of an α-Trimethylsilyl Group on Epoxide Reactions with Non-nucleophilic Bases

PF Hudrlik, L Tafesse, AM Hudrlik

文献索引：Hudrlik; Tafesse Journal of the American Chemical Society, 1997 , vol. 119, # 48 p. 11689 - 11690

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被引用次数: 11

摘要

Reactions of epoxides with strong, non-nucleophilic bases have been widely used for the synthesis of allylic alcohols. 1 Bases used to effect these rearrangements include R2NLi, 1a, b R2NMgBr, 1a, c diethylaluminum 2, 2, 6, 6-tetramethylpiperidide (DATMP), 1a, d and i- Pr2NLi/KO-t-Bu (LIDAKOR). 1e We report here that a silyl substituent can affect the regiochemical course of these rearrangements.