IQUIR 05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
Pi-Stacking Effect on Levoglucosenone Derived Internal Chiral Auxiliaries. A Case of Complete Enantioselectivity Inversion on the Diels-Alder Reaction
Autor/es:
SAROTTI, A. M.,; FERNÁNDEZ, I.,; SPANEVELLO, R. A.,; SIERRA, M. A.,; SUÁREZ, A. G.
Revista:
ORGANIC LETTERS
Editorial:
ACS
Referencias:
Año: 2008 vol. 10 p. 3389 - 3392
ISSN:
1523-7060
Resumen:
Detailed quantum chemical calculations, experimental evidence, and NMR data rationalize the participation of Pi-stacking interaction in the highly asymmetric Diels-Alder reaction using levoglucosenone derived internal chiral auxiliaries, including the appealing effect of inversion of the enantioselectivity by coordination of the substrate with Et2AlCl.
