INVESTIGADORES
SAROTTI Ariel Marcelo
artículos
Título:
An experimental/theoretical approach to determine the optical purity and the absolute configuration of endo -and exo -norborn-5-en-2-ol using mandelate derivatives
Autor/es:
PISANO, P.L.; SAROTTI, A.M.; PELLEGRINET, S.C.
Revista:
TETRAHEDRON LETTERS
Editorial:
ELSEVIER
Referencias:
Año: 2009 vol. 50 p. 6121 - 6125
ISSN:
0040-4039
Resumen:
The O -acetylmandelates and mandelates of endo -and exo -norborn-5-en-2-ol were prepared,both as a mixture and also as separate diastereomers. 1 H NMR spectroscopy of these derivatives was eficiently used to determine the enantiomeric ratios and to predict the absolute configuration of the alcohols.Theoretical calculations were performed to locate the predominant conformations of the mandelate derivatives and GIAO 1 H NMR Boltzmann-weighted average chemical shifts were computed, correctly reproducing the experimental d and Dd values.
