Nitrated Confined Imidodiphosphates Enable a Catalytic Asymmetric Oxa-Pictet–Spengler Reaction

详细信息    查看全文

• 作者：Sayantani Das ; Luping Liu ; Yiying Zheng ; M. Wasim Alachraf ; Walter Thiel ; Chandra Kanta De ; Benjamin List
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：August 3, 2016
• 年：2016
• 卷：138
• 期：30
• 页码：9429-9432
• 全文大小：371K
• 年卷期：0
• ISSN：1520-5126

文摘

The development of a highly enantioselective catalytic oxa-Pictet–Spengler reaction has proven a great challenge for chemical synthesis. We now report the first example of such a process, which was realized by utilizing a nitrated confined imidodiphosphoric acid catalyst. Our approach provides substituted isochroman derivatives from both aliphatic and aromatic aldehydes with high yields and excellent enantioselectivities. DFT calculations provide insight into the reaction mechanism.