Synthesis of (-)-julocrotine and a diversity oriented Ugi-approach to analogues and probes

An improved total synthesis of (-)-julocrotine in three steps from Cbz-glutamine, in 51% overall yield, is presented. To demonstrate the potential of the heterocyclic moiety for diversity oriented synthesis, a series of (-)-julocrotine analogues was synthesized by employing the heterocyclic precurso...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2011-11, Vol.7 (1), p.1504-1507
Main Authors: Neves Filho, Ricardo A W, Westermann, Bernhard, Wessjohann, Ludger A
Format: Article
Language:English
Subjects:
Chemistry
diversity oriented synthesis
Full Research Paper
julocrotine
leishmania
Mitsunobu reaction
Ugi reaction
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Summary:An improved total synthesis of (-)-julocrotine in three steps from Cbz-glutamine, in 51% overall yield, is presented. To demonstrate the potential of the heterocyclic moiety for diversity oriented synthesis, a series of (-)-julocrotine analogues was synthesized by employing the heterocyclic precursor as an amino input in Ugi four-component reactions (Ugi-4CR) [1].
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.7.175