American Chemical Society
Browse
ja6b06626_si_001.pdf (4.29 MB)

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

Download (4.29 MB)
journal contribution
posted on 2016-07-25, 23:48 authored by Sayantani Das, Luping Liu, Yiying Zheng, M. Wasim Alachraf, Walter Thiel, Chandra Kanta De, Benjamin List
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.

History