l-Amino Acid Based Urea鈥揟ertiary Amine-Catalyzed Chemoselective and Asymmetric Stereoablative Carboxylation of 3-Bromooxindoles with Malonic Acid Half Thioesters

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• 作者：Xiangbin Bai ; Zhenzhong Jing ; Qian Liu ; Xinyi Ye ; Gao Zhang ; Xiaowei Zhao ; Zhiyong Jiang
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：December 18, 2015
• 年：2015
• 卷：80
• 期：24
• 页码：12686-12696
• 全文大小：592K
• ISSN：1520-6904

文摘

An l-amino acid based urea鈥搕ertiary amine-catalyzed enantioselective stereoablative carboxylation of 3-bromooxindoles with malonic acid half thioesters (MAHTs) and diverse commercially available carboxylic acids has been developed. A series of valuable 3-substituted 3-hydroxy-2-oxindoles were obtained in high enantioselectivities (up to 93% ee). This chemoselective reaction represents the first example of MAHTs as carboxylating agents.