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

被引:90
作者
Kiselyov, AS [1 ]
Smith, L [1 ]
Armstrong, RW [1 ]
机构
[1] Amgen Inc, Small Mol Drug Discovery, Thousand Oaks, CA 91320 USA
关键词
D O I
10.1016/S0040-4020(98)00248-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5089 / 5096
页数:8
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