Dialkylaluminum Hydride-Promoted Cyclodimerization of Silylated 1,3-Enynes via Skeletal Rearrangement

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• 作者：Hidenori Kinoshita ; Tomoyuki Ishikawa ; Katsukiyo Miura
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：December 2, 2011
• 年：2011
• 卷：13
• 期：23
• 页码：6192-6195
• 全文大小：728K
• 年卷期：v.13,no.23(December 2, 2011)
• ISSN：1523-7052

文摘

The dialkylaluminum hydride-promoted reaction of 1-silylalk-3-en-1-ynes gave symmetrical 1,2,3,5-tetrasubstituted benzenes as single regioisomers. The novel cyclodimerization via skeletal rearrangement can be rationalized by an unprecedented mechanism involving sequential hydroalumination, alkene isomerization, carboalumination, carbon鈥揷arbon bond cleavage, and retro-hydroalumination.