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Liu, Ren‐Rong; Wang, Yong‐Gang; Li, Ying‐Long; Huang, Bing‐Bing; Liang, Ren‐Xiao; Jia, Yi‐Xia
Angewandte Chemie (International ed.), June 19, 2017, Letnik: 56, Številka: 26Journal Article
Palladium‐catalyzed enantioselective dearomative arylalkynylation of N‐substituted indoles, through a Heck/Sonogashira sequence, was established using a new BINOL‐based phosphoramidite as the chiral ligand. A wide range of 2,3‐disubstituted indolines, bearing vicinal quaternary and tertiary stereocenters, were efficiently constructed in one step with excellent enantioselectivities (up to 97 % ee) and diastereoselectivities (>20:1). Double the function: A highly enantioselective dearomative arylalkynylation of N‐substituted indoles with alkynes has been established by using palladium and a BINOL‐based phosphoramidite as the chiral ligand. A wide range of 2,3‐disubstituted indolines, bearing vicinal tertiary and quaternary stereocenters, were constructed in one step with excellent enantio‐ and diastereoselectivities.
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