Scandium(III)-Catalyzed Enantioselective Allylation of Isatins Using Allylsilanes

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• 作者：Nadine V. Hanhan ; Yng C. Tang ; Ngon T. Tran ; Annaliese K. Franz
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：May 4, 2012
• 年：2012
• 卷：14
• 期：9
• 页码：2218-2221
• 全文大小：268K
• 年卷期：v.14,no.9(May 4, 2012)
• ISSN：1523-7052

文摘

The scandium(III)-catalyzed enantioselective Hosomi鈥揝akurai allylation of isatins with various substituted allylic silanes is described. A catalyst loading as low as 0.05 mol % is utilized at room temperature to afford the 3-allyl-3-hydroxy-2-oxindoles in excellent yields and enantioselectivity up to 99% ee, including a demonstration of a gram-scale reaction. The effects of additives and varying silyl groups were explored to demonstrate the scope and application.