Synthesis of functionalized heterocycles via a tandem Staudinger/aza-Wittig/Ugi multicomponent reaction

被引:61
作者
Timmer, MSM [1 ]
Risseeuw, MDP [1 ]
Verdoes, M [1 ]
Filippov, DV [1 ]
Plaisier, JR [1 ]
van der Marel, GA [1 ]
Overkleeft, HS [1 ]
van Boom, JH [1 ]
机构
[1] Leiden Univ, Leiden Inst Chem, Gorlaeus Labs, NL-2300 RA Leiden, Netherlands
关键词
D O I
10.1016/j.tetasy.2004.11.079
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
By combining a Staudinger/aza-Wittig and an Ugi three-cornponent reaction in a one-pot process (SAWU-3CR), a new and efficient multicomponent reaction was developed. The application of this reaction on readily available azido-aldehydes gave easy access to highly functionalized, enantiomerically pure pipecolic acid amides and bridged morpholine amide derivatives. The versatility of this methodology is demonstrated by the construction of a molecular library. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:177 / 185
页数:9
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