| dc.contributor.author |
Barbayianni, E |
en |
| dc.contributor.author |
Bouzi, P |
en |
| dc.contributor.author |
Constantinou-Kokotou, V |
en |
| dc.contributor.author |
Ragoussis, V |
en |
| dc.contributor.author |
Kokotos, G |
en |
| dc.date.accessioned |
2014-06-06T06:49:35Z |
|
| dc.date.available |
2014-06-06T06:49:35Z |
|
| dc.date.issued |
2009 |
en |
| dc.identifier.issn |
03855414 |
en |
| dc.identifier.uri |
http://dx.doi.org/10.3987/COM-08-11620 |
en |
| dc.identifier.uri |
http://62.217.125.90/xmlui/handle/123456789/4674 |
|
| dc.subject |
2-Oxo-1,2,3,5-oxathiodiazole |
en |
| dc.subject |
5-Thioxo-1,2,4-oxadiazole |
en |
| dc.subject |
Michael Reaction |
en |
| dc.subject |
Organocatalysis |
en |
| dc.subject |
Proline |
en |
| dc.title |
Synthesis of homoproline analogues containing heterocyclic rings and their activity as organocatalysts for Michael reaction |
en |
| heal.type |
journalArticle |
en |
| heal.identifier.primary |
10.3987/COM-08-11620 |
en |
| heal.publicationDate |
2009 |
en |
| heal.abstract |
Two homoproline derivatives containing either the 5-thioxo-1,2,4-oxadiazole or the 2-oxo-1,2,3,5-oxathiodiazole bioisosteric groups, in replacement of the carboxyl group, were synthesized and their catalytic activities in Michael reactions were evaluated. The derivative containing the 5-thioxo-1,2,4-oxadiazole ring outperforms proline in the context of enantioselectivity in the reactions between β-nitrostyrene and acetone or cyclohexanone, indicating that the conversion of the carboxylic group of homoproline to a bioisosteric heterocyclic ring leads to a superior organocatalyst. © 2009 The Japan Institute of Heterocyclic Chemistry All rights reserved. |
en |
| heal.journalName |
Heterocycles |
en |
| dc.identifier.issue |
5 |
en |
| dc.identifier.volume |
78 |
en |
| dc.identifier.doi |
10.3987/COM-08-11620 |
en |
| dc.identifier.spage |
1243 |
en |
| dc.identifier.epage |
1252 |
en |