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Yang, Wan-Chun; Chen, Xiao-Bing; Song, Kun-Long; Wu, Bin; Gan, Wan-Er; Zheng, Zhan-Jiang; Cao, Jian; Xu, Li-Wen
Organic letters, 02/2021, Letnik: 23, Številka: 4Journal Article
A palladium-catalyzed asymmetric tandem C–C bond activation/Cacchi reaction between cyclobutanones and o-ethynylanilines was reported. The transient chiral σ-alkylpalladium species generated via enantioselective C(sp3)–C(sp2) bond activation of cyclobutanones promotes cyclization of o-ethynylanilines, leading to one-carbon-tethered chiral indanone-substituted indoles. Two C–C bonds and one C–N bond are created with concomitant formation of an all-carbon quaternary stereocenter. Furthermore, a chiral C2-aryl axis can be created in 2,3-disubstituted indole moiety, leading to indanone-substituted indoles with both central and axial stereogenic elements.
