American Chemical Society
Browse
om9b00490_si_001.pdf (6.19 MB)

Pd-Catalyzed Atroposelective C–H Allylation and Alkenylation: Access to Enantioenriched Atropisomers Featuring Pentatomic Heteroaromatics

Download (6.19 MB)
journal contribution
posted on 2019-08-23, 20:16 authored by Hao-Ming Chen, Shuo Zhang, Gang Liao, Qi-Jun Yao, Xue-Tao Xu, Kun Zhang, Bing-Feng Shi
The development of efficient and unified synthetic methods to access enantioenriched pentatomic biaryls is extremely challenging, due to the relatively low rotational barriers of these five-membered atropisomeric species, Described herein is a Pd-catalyzed asymmetric C–H allylation and alkenylation to prepare such atropisomers. This protocol is tolerant of various five-membered biaryls containing benzothiophenes and benzofurans, providing pentatomic biaryls with good to excellent enantioselectivities (up to 99% ee).

History