Journal of the American Chemical Society, Vol.124, No.50, 15099-15103, 2002
Strategy for the resolution of a chiral dearomatization agent: {TpRe(CO)(1-methylimidazole)} coordination of alpha-pinene (Tp = hydridotris(pyrazolyl)borate)
A methodology for resolving TpRe(CO)(1-methylimidazole)(eta(2)-benzene) has been developed utilizing (R)-alpha-pinene. Each enantiomer of the {TpRe(CO)(Melm)} system can be obtained with the enantiomer ratio (er) = 97:3 by taking advantage of differing rates of pinene substitution for the two diastereomers of TpRe(CO)(Melm)(eta(2)-(R)-alpha-pinene).