학술논문

Exploiting Enantiopure β‐Amino Boronic Acids in Isocyanide‐Based Multicomponent Reactions.
Document Type
Article
Source
European Journal of Organic Chemistry. 7/7/2022, Vol. 2022 Issue 25, p1-7. 7p.
Subject
*BORONIC acids
*SMALL molecules
*BORONIC esters
*MOLECULAR hybridization
*PEPTIDOMIMETICS
*TETRAZOLES
Language
ISSN
1434-193X
Abstract
Various isocyanide‐based multicomponent reactions prove to be highly reliable when β‐substituted β‐amino boronic esters are employed as the amine component, allowing the efficient synthesis of unprecedented peptidomimetics and heteroatom‐rich boron‐containing small molecules. In particular, the scope of the Ugi reaction is widely exploited, to give a family of enantiopure β‐substituted β‐amido boronates. The Ugi‐azide and the van Leusen reactions allow to joint together prominent pharmacophoric moieties, such as β‐amino boronic acids on one side, and tetrazole or imidazole rings on the other side, realizing a successful application of the molecular hybridization concept. [ABSTRACT FROM AUTHOR]