Chiral Diphosphine–Palladium-Catalyzed Sequential Asymmetric Double-Friedel–Crafts Alkylation and N-Hemiketalization for Spiro-polycyclic Indole Derivatives

Nai-Kai Li, Jun-Qi Zhang, Bing-Bing Sun, Hai-Yan Li, and Xing-Wang Wang^*（王兴旺）

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People’s Republic of China

Org. Lett., 2017, 19 (8), pp 1954–1957

An efficient cascade asymmetric Friedel–Crafts alkylation/N-hemiketalization/Friedel–Crafts alkylation reaction of 3-alkylindoles with oxindolyl β,γ-unsaturated α-ketoesters has been developed in the presence of a chiral diphosphine–palladium(II) catalyst. A series of enantiomerically enriched spiro-polycyclic indole derivatives have been constructed in high yields with excellent enantioselectivities and diastereoselectivities.

链接：http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b00368