First example of conformational exchange in a natural taxane enolate.
A detailed NMR study and full assignments of the (1)H- and (13)C-NMR spectral data for a novel enolate taxane isolated from Taxus canadensis needles is described. The structures of two stable conformers were established using a combination of 1D and 2D NMR techniques including (1)H, (1)H-COSY, gs-HMQC, gs-HMBC, NOESY and T-ROESY. Ab initio quantum mechanical calculations were performed on the B3LYP/6-31G* level of basis set to assist the NMR findings.
Shi
Qing Wen
QW
Human Health Research Center, INRS-Institut Armand-Frappier, Université du Quebec, 531 Boulevard des Prairies, Laval, Quebec, Canada H7V 1B7.
Sauriol
Françoise
F
Park
Yong
Y
Smith
V H
VH
Lord
Gabriel
G
Zamir
Lolita O
LO
D002247:Carbon Isotopes; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards; D008958:Models, Molecular; D008968:Molecular Conformation; D011522:Protons; D012015:Reference Standards; D013237:Stereoisomerism; D043823:Taxoids / Q000737:chemistry*
D002247:Carbon Isotopes; D011522:Protons; D043823:Taxoids