Reactivity Studies of 3,3-Bis(trimethylsilyl)-2-methyl-1-propene in Lewis Acid-Catalyzed Allylation Reactions

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• 作者：David R. Williams ; Á ; ngel I. Morales-Ramos ; Catherine M. Williams
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：September 28, 2006
• 年：2006
• 卷：8
• 期：20
• 页码：4393 - 4396
• 全文大小：99K
• 年卷期：v.8,no.20(September 28, 2006)
• ISSN：1523-7052

文摘

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Allylation reagents, which possess geminal bis-trimethylsilyl substitution, are readily prepared from E- or Z-alkenyl bromides. The reactivityof 3,3-bis(trimethylsilyl)-2-methyl-1-propene (1) is described and predominantly provides ene reactions with aldehydes to give alcohol 2 in thepresence of BF₃·OEt₂. Alternatively, Sakurai allylation reactions of 1 are observed by using stronger Lewis acids in methylene chloride toexclusively yield E-trisubstituted alkenylsilanes 3.