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New Electrophilic Addition of α-Diazoesters with Ketones for Enantioselective C–N Bond Formation

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journal contribution
posted on 05.10.2011 by Wei Li, Xiaohua Liu, Xiaoyu Hao, Xiaolei Hu, Yangyang Chu, Weidi Cao, Song Qin, Changwei Hu, Lili Lin, Xiaoming Feng
α-Diazoesters were discovered to be good electrophiles in a catalytic asymmetric α-functionalization of ketones for the first time. This reaction also provided a direct and efficient method for C–N bond formation with excellent yields (up to 98%) and enantioselectivities (up to 99% ee) under mild conditions. The application of the electrophilicity of α-diazoesters opens up a novel way to access the diversity of diazo chemistry.