RT info:eu-repo/semantics/article
T1 Synthesis of Enantioenriched 3-Amino-3-Substituted Oxindoles by Stereoselective Mannich Reaction Catalyzed by Supported Bifunctional Thioureas
A1 Rodríguez Ferrer, Patricia
A1 Sanz Novo, Miguel
A1 Maestro Fernández, Alicia
A1 Andrés García, José María
A1 Pedrosa Sáez, Rafael
K1 Catálisis asimétrica
K1 Asymmetric catalysis
K1 3-Amino-oxindoles
K1 3-Amino-oxindoles
K1 Pirazoles quirales
K1 Chiral pyrazoles
K1 Tioureas bifuncionales
K1 Bifunctional thioureas
K1 Reacción de Mannich
K1 Mannich reaction
AB Enantioenriched 3‐amino‐3‐substituted oxindoles have been obtained by addition of different nucleophiles to N‐Boc ketimines derived from isatin catalyzed by chiral bifunctional supported thioureas. The Mannich reaction occurs with excellent enantioselection, but poor diastereoselection when prochiral nucleophiles were used. The supported catalyst were recovered and reused for five times without loss of activity. The mixture of diastereoisomers formed when a prochiral structure was used as nucleophile was converted into a single enantioenriched pyrazolyl derivative.
PB Wiley Online Library
SN 1615-4169
YR 2019
FD 2019
LK http://uvadoc.uva.es/handle/10324/37719
UL http://uvadoc.uva.es/handle/10324/37719
LA eng
NO Advanced Synthesis and Catalysis, 2019, vol. 361, n. 15. p. 3645-3655
NO Producción Científica
DS UVaDOC
RD 27-abr-2024