Solid support synthesis of polysubstituted tetrahydroquinolines via three-component condensation catalyzed by Yb(OTf)3

✍ Scribed by Alexander S. Kiselyov; Leon Smith II; Robert W. Armstrong

• Book ID: 104208558
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 469 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00248-8

✦ Synopsis

Solid support synthesis of polysubstituted tetrahydroquinolines is described. The procedure is based on a three-component condensation involving immobilized derivatives of 4-aminophenylalanine, aldehydes, alkenes and Yb(OTf) 3 as a catalyst. The methodology is further expanded to the solid support synthesis of tricyclic tetrahydroquinoline by the concomitant formation of the Schiff base followed by intramolecular trap of the alkene.