Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5281350 | Tetrahedron Letters | 2010 | 4 Pages |
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.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Marta Amador, Xavier Ariza, Jérémie Boyer, Lucia D'Andrea, Jordi Garcia, Jaume Granell,