Amb motiu del tancament d'estiu, la validació de documents es reprendrà a partir del 28 d'agost de 2026. Disculpeu les molèsties.
Con motivo del cierre de verano, la validación de documentos se reanudará a partir del 28 de agosto de 2026. Disculpad las molestias
Due to the summer closure, document validation will resume starting August 28, 2026. We apologize for any inconvenience.

Files

573976.pdf (368.02 KB)

Document type

Article

Version

Accepted version

Publication date

2010

All rights reserved

Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/48627

Regio- and stereoselective microwave-assisted synthesis of 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones

Journal Title

Authors

Director/Tutor

Journal ISSN

Volume Title

Related resource

http://dx.doi.org/10.1016/j.tetlet.2009.12.036

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.

Subject

Pal·ladi (Element químic), Catàlisi, Níquel, Microones, Estereoquímica

Subject (English)

Palladium, Catalysis, Nickel, Microwaves, Stereochemistry

Citation

Collections

Articles publicats en revistes (Química Inorgànica i Orgànica)

Citation

AMADOR PALOMAR, Marta, et al. Regio- and stereoselective microwave-assisted synthesis of 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones. Tetrahedron Letters. 2010. Vol. 51, num. 6, pags. 935-938. ISSN 0040-4039. [consulted: 8 of August of 2026]. Available at: https://hdl.handle.net/2445/48627

Export metadata

JSON - METS

Share record