Enantioselective Synthesis of 4-Substituted Dihydrocoumarins through a Zinc Bis(hydroxyamide)-Catalyzed Conjugate Addition of Terminal Alkynes
Fecha
Autores
Blay, Gonzalo
Muñoz Roca, María del Carmen
Pedro, Jose R
Sanz-Marco, Amparo
Directores
Unidades organizativas
Handle
https://riunet.upv.es/handle/10251/33920
Cita bibliográfica
Blay, G.; Muñoz Roca, MDC.; Pedro, JR.; Sanz-Marco, A. (2013). Enantioselective Synthesis of 4-Substituted Dihydrocoumarins through a Zinc Bis(hydroxyamide)-Catalyzed Conjugate Addition of Terminal Alkynes. Advanced Synthesis and Catalysis. 355:1071-1076. https://doi.org/10.1002/adsc.201201120
Titulación
Resumen
A new enantioselective catalyst for the
conjugate addition of terminal alkynes has been developed.
Terminal alkynes react with 3-alkoxycarbonylcoumarins
in the presence of diethylzinc and
bis(hydroxyamide) ligands to give chiral non-racemic
dihydrocoumarins substituted with an alkynyl
group on the C-4 position with good yields and
enantiomeric excesses up to 95%.
Palabras clave
Alkynylation, Asymmetric catalysis, Nucleophilic addition, Oxygen heterocycles, N, O ligands
ISSN
1615-4150
ISBN
Fuente
Advanced Synthesis and Catalysis
DOI
10.1002/adsc.201201120
Enlaces relacionados
Agradecimientos
Financial support from the Ministerio de Economia y Competitividad (Gobierno de Espana) and FEDER (European Union) (CTQ2009-13083) and from Generalitat Valenciana (ACOMP2012-212 and ISIC2012/001) is gratefully acknowledged. A. S.-M. thanks the MEC for a pre-doctoral grant (FPI).