Exploitation of the Ugi 5-Center-4-Component Reaction (U-5C-4CR) for the Generation of Diverse Libraries of Polycyclic (Spiro)Compounds

Exploitation of the Ugi 5-Center-4-Component Reaction (U-5C-4CR) for the Generation of Diverse Libraries of Polycyclic (Spiro)Compounds

An Ugi multicomponent reaction with chiral cyclic amino acids, benzyl isocyanide and cyclic ketones (or acetone) has been exploited as key step for the generation of peptidomimetics. After a straightforward set of elaborations, the peptidomimetics were converted into polycyclic scaffolds displaying...

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Bibliographic Details
Main Authors: Lisa Moni, Fabio De Moliner, Silvia Garbarino, Jörn Saupe, Christian Mang, Andrea Basso
Format: Article
Language:English
Published: Frontiers Media S.A. 2018-09-01
Series:Frontiers in Chemistry
Subjects:
multicomponent reactions
diversity oriented synthesis
scaffold diversity
combinatorial libraries
isocyanides
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2018.00369/full
Description
Summary:An Ugi multicomponent reaction with chiral cyclic amino acids, benzyl isocyanide and cyclic ketones (or acetone) has been exploited as key step for the generation of peptidomimetics. After a straightforward set of elaborations, the peptidomimetics were converted into polycyclic scaffolds displaying two orthogonally protected secondary amines. Libraries of compounds were obtained decorating the molecules through acylation/reductive amination reactions on these functional groups.
ISSN:2296-2646

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