Regio- and stereoselective microwave-assisted synthesis of 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones |
| |
Authors: | Marta Amador Jérémie Boyer Jordi Garcia Jaume Granell |
| |
Institution: | a Departament de Química Orgànica and IBUB, Universitat de Barcelona, C/Martí i Franquès 1-11, E-08028-Barcelona, Spain b Departament de Química Inorgànica and IBUB, Universitat de Barcelona, C/Martí i Franquès 1-11, E-08028-Barcelona, Spain |
| |
Abstract: | Chiral symmetrical alk-2-yne-1,4-diols have been stereoselectively transformed into 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones, which are precursors of quaternary α-amino β-hydroxy acids. The key step was the cyclization of the bis(tosylcarbamates) of 2-phenylalk-2-yne-1,4-diols, easily obtained from the starting chiral diols. These cyclizations were accomplished with complete regioselectivity and up to 92:8 dr in the presence of catalytic amounts of Ni(0) or Pd (II) derivatives under microwave heating. |
| |
Keywords: | Palladium catalysts Nickel catalysts Microwave-assisted synthesis 1 4-Diols Quaternary α-amino acids |
本文献已被 ScienceDirect 等数据库收录! |
|