IQUIR 05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
Asymmetric Allylboration Reactions with Soderquists Chiral 10-Substituted-9-borabicyclo[3.3.2]decanes: A Theoretical Study
Autor/es:
SAROTTI, A.M.; PELLEGRINET, S.C.
Revista:
JOURNAL OF ORGANIC CHEMISTRY
Editorial:
ACS
Referencias:
Año: 2009 vol. 74 p. 3562 - 3565
ISSN:
0022-3263
Resumen:
Chiral B-allyl-10-substituted-9-borabicyclo[3.3.2]decanes are highly efficient reagents for the enantioselective allylboration of adehydes and ketones. In this study, we use DFT calculations to rationalize the experimentally observed reactivity and selectivity. Calculations correctly reproduced the experimental reactivity trends and enantioselectivities. Our results suggest that the origin of the facial selectivity relies strongly on steric effects.
