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

[Display omitted] By combining a Staudinger/aza-Wittig and an Ugi three-component 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, enan...

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Published in:Tetrahedron: asymmetry 2005-01, Vol.16 (1), p.177-185
Main Authors: Timmer, Mattie S.M., Risseeuw, Martijn D.P., Verdoes, Martijn, Filippov, Dmitri V., Plaisier, Jasper R., van der Marel, Gijsbert A., Overkleeft, Herman S., van Boom, Jacques H.
Format: Article
Language:English
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Summary:[Display omitted] By combining a Staudinger/aza-Wittig and an Ugi three-component 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.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2004.11.079