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Org Lett. 2017 Jul 21;19(14):3783-3786. doi: 10.1021/acs.orglett.7b01664. Epub 2017 Jul 11.

Regio- and Diastereoselective Three-Component Reactions via Trapping of Ammonium Ylides with N-Alkylquinolinium Salts: Synthesis of Multisubstituted Tetra- and Dihydroquinoline Derivatives.

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1
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University , 3663 North Zhongshan Road, Shanghai 200062, China.

Abstract

Pd(II)-catalyzed three-component reactions via trapping of ammonium ylides with N-alkylquinolinium salts are reported. These reactions provided polyfunctional polycyclic tetrahydroquinolines or 4-substituted 1,4-dihydroquinolines in excellent yields (89-99% and 89-98%, respectively) with high regioselectivities and moderate to good diastereoselectivities (up to 95:5 dr) under mild reaction conditions.

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