Organocatalytic enantioselective construction of multi-functionalized spiro oxindole dienes.
Org Biomol Chem
; 12(25): 4372-85, 2014 Jul 07.
Article
em En
| MEDLINE
| ID: mdl-24840651
ABSTRACT
A diastereo- and enantio-selective domino Michael-cyclization-tautomerization reaction of isatylidene malononitriles with α,α-dicyanoalkenes catalyzed by a cinchona alkaloid-derived bifunctional thiourea catalyst has been developed. A series of multi-functionalized spiro oxindole diene derivatives have been obtained in good to excellent yields (up to 97%) with good to excellent enantioselectivities (up to 96%) as well as good diastereoselectivities (up to 7.9 1). In addition, an anomalous temperature effect on the enantioselectivity has also been studied for this transformation.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos de Espiro
/
Indóis
Idioma:
En
Revista:
Org Biomol Chem
Assunto da revista:
BIOQUIMICA
/
QUIMICA
Ano de publicação:
2014
Tipo de documento:
Article