title: Organocatalytic asymmetric arylative dearomatization of 2,3-disubstituted indoles enabled by tandem reactions.
abstract: The organocatalytic asymmetric arylative dearomatization of indoles was achieved through two tandem approaches involving 2,3-disubstituted indoles and quinone imine ketals. One approach utilized the enantioselective cascade 1,4 addition/alcohol elimination reaction, the other employed the one-pot tandem arylative dearomatization/transfer hydrogenation sequence. In both cases, enantiomerically pure indole derivatives that bear an all-carbon quaternary stereogenic center were generated in high yields and excellent stereoselectivities (all d.r.>95:5, up to 99% ee).
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116 (China).
authors.forename: Yu-Chen
authors.initials: YC
authors.lastname: Zhang
authors.forename: Jia-Jia
authors.initials: JJ
authors.lastname: Zhao
authors.forename: Fei
authors.initials: F
authors.lastname: Jiang
authors.forename: Si-Bing
authors.initials: SB
authors.lastname: Sun
authors.forename: Feng
authors.initials: F
authors.lastname: Shi
mesh_terms: D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D009930:Organic Chemicals / Q000737:chemistry*
chemical_list: D007211:Indoles; D009930:Organic Chemicals
keywords: asymmetric catalysis; dearomatization; enantioselectivity; organocatalysis; tandem reaction