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http://hdl.handle.net/2445/48627
Title: | Regio- and stereoselective microwave-assisted synthesis of 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones |
Author: | Amador Palomar, Marta Ariza Piquer, Xavier Boyer, Jérémie D'Andrea Rodríguez-Vida, Lucía García Gómez, Jordi Granell Sanvicente, Jaime Ramón |
Keywords: | Pal·ladi (Element químic) Catàlisi Níquel Microones Estereoquímica Palladium Catalysis Nickel Microwaves Stereochemistry |
Issue Date: | 2010 |
Publisher: | Elsevier Ltd |
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. |
Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.tetlet.2009.12.036 |
It is part of: | Tetrahedron Letters, 2010, vol. 51, num. 6, p. 935-938 |
URI: | http://hdl.handle.net/2445/48627 |
Related resource: | http://dx.doi.org/10.1016/j.tetlet.2009.12.036 |
ISSN: | 0040-4039 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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