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Sulfur-Switch Ugi Reaction for Macrocyclic Disulfide-Bridged Peptidomimetics

[Image: see text] A general strategy is introduced for the efficient synthetic access of disulfide linked artificial macrocycles via a Ugi four-component reaction (U4CR) followed by oxidative cyclization. The double-mercapto input is proposed for use in the Ugi reaction, thereby yielding all six top...

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Detalles Bibliográficos
Autores principales: Vishwanatha, Thimmalapura M., Bergamaschi, Enrico, Dömling, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477004/
https://www.ncbi.nlm.nih.gov/pubmed/28581763
http://dx.doi.org/10.1021/acs.orglett.7b01324
Descripción
Sumario:[Image: see text] A general strategy is introduced for the efficient synthetic access of disulfide linked artificial macrocycles via a Ugi four-component reaction (U4CR) followed by oxidative cyclization. The double-mercapto input is proposed for use in the Ugi reaction, thereby yielding all six topologically possible combinations. The protocol is convergent and short and enables the production of novel disulfide peptidomimetics in a highly general fashion.