Synthesis of Diketopiperazine Scaffolds with Tailored N‐ and α‐Chains by Selective Modification of Customizable Units

The selective manipulation of Hyp customizable units in DKP substrates allows the generation of a rigid scaffold with four tailor‐made chains which are spatially‐orientated. The key step is a domino radical scission‐oxidation process which allows the generation of N‐substituted DKPs. The versatility of this methodology to produce scaffolds in high optical purity for material and drug discovery is described herein.

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Bibliographic Details
Main Authors: Saavedra, Carlos J., Cuevas, Fernando, Romero-Estudillo, Iván, Boto, Alicia
Other Authors: Consejo Nacional de Ciencia y Tecnología (México)
Format: artículo biblioteca
Language:English
Published: Wiley-VCH 2020-05-28
Subjects:Chemoselectivity, Domino reactions, Organic synthesis, Peptides, Sustainable chemistry,
Online Access:http://hdl.handle.net/10261/216779
http://dx.doi.org/10.13039/501100003141
http://dx.doi.org/10.13039/501100000780
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Description
Summary:The selective manipulation of Hyp customizable units in DKP substrates allows the generation of a rigid scaffold with four tailor‐made chains which are spatially‐orientated. The key step is a domino radical scission‐oxidation process which allows the generation of N‐substituted DKPs. The versatility of this methodology to produce scaffolds in high optical purity for material and drug discovery is described herein.