Controlled Self-Assembly of Multiple Diastereomeric Macrocyclic Boronic Esters Composed of Two Chiral Units
Journal of the American Chemical Society2012Vol. 134(34), pp. 13962–13965
Citations Over TimeTop 10% of 2012 papers
Abstract
Controlled construction of four out of five diastereomers of macrocyclic boronic ester was achieved in high yield by utilizing the self-assembly of two chiral components with the proper choice of reaction conditions. Three diastereomers could be constructed as enantiopure forms by properly changing the chirality combination between the two building blocks. Furthermore, the methodology could be applicable to the three-component self-assembly of enantiopure macrocyclic boronic esters having two different diboronic acid moieties.
Related Papers
- → Synthesis of Enantiopure γ‐Lactones via a RuPHOX‐Ru Catalyzed Asymmetric Hydrogenation of γ‐Keto Acids(2018)26 cited
- → A New Hydrogen-Bonding Motif for Chiral Recognition in the Diastereomeric Salts of Racemic 1-Phenylethylamine Derivatives with Enantiopure O-Ethyl Phenylphosphonothioic Acid(2004)24 cited
- → A Valuable Synthetic Route to the Enantiopure Functionalized N‐Substituted Aziridines(2004)1 cited
- → ChemInform Abstract: Efficacious and Rapid Metal‐ and Solvent‐Free Synthesis of Enantiopure Oxazolines.(2015)
- → ChemInform Abstract: Chiral Pyridin‐3‐ones and Pyridines: Syntheses of Enantiopure 2,4‐Disubstituted 6‐Hydroxy‐1,6‐dihydro‐2H‐pyridin‐3‐ones, 2,3‐Disubstituted 4‐Iodopyridines, and Enantiopure 2,3‐Disubstituted 4‐Pyridinemethanols.(2012)