Synthesis of homoproline analogues containing heterocyclic rings and their activity as organocatalysts for Michael reaction

Επιστημονική δημοσίευση - Άρθρο Περιοδικού uoadl:3062127 15 Αναγνώσεις

Μονάδα:
Ερευνητικό υλικό ΕΚΠΑ
Τίτλος:
Synthesis of homoproline analogues containing heterocyclic rings and their activity as organocatalysts for Michael reaction
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
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.
Έτος δημοσίευσης:
2009
Συγγραφείς:
Barbayianni, E.
Bouzi, P.
Constantinou-Kokotou, V.
Ragoussis, V.
Kokotos, G.
Περιοδικό:
Heterocycles
Τόμος:
78
Αριθμός / τεύχος:
5
Σελίδες:
1243-1252
Επίσημο URL (Εκδότης):
DOI:
10.3987/COM-08-11620
Το ψηφιακό υλικό του τεκμηρίου δεν είναι διαθέσιμο.