om9b00490_si_001.pdf (6.19 MB)
Pd-Catalyzed Atroposelective C–H Allylation and Alkenylation: Access to Enantioenriched Atropisomers Featuring Pentatomic Heteroaromatics
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 ShiThe 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).