Chiral N,N′-Dioxide Organocatalyzed Asymmetric Electrophilic α-Cyanation of β-Keto Esters and β-Keto Amides

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• 作者：Baiwei Ma ; Xiaobin Lin ; Lili Lin ; Xiaoming FengXiaohua Liu
• 刊名：Journal of Organic Chemistry
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：82
• 期：1
• 页码：701-708
• 全文大小：495K
• ISSN：1520-6904

文摘

An enantioselective electrophilic α-cyanation of 1-indanone-derived β-keto esters and β-keto amides using a hypervalent iodine as the cyanide-transfer reagent was realized. A chiral N,N′-dioxide was used as the efficient bifunctional organocatalyst in the presence of inorganic base, which gave the corresponding α-cyano dicarbonyl compounds in yields of 50–99% with good enantioselectivities (87–97% ee).