Találati lista | Tudóstér

001-es BibID:	BIBFORM001190
Első szerző:	Stephens, Philip J.
Cím:	Determination of the absolute configurations of natural products via density functional theory calculations of vibrational circular dichroism, electronic circular dichroism, and optical rotation: the iridoids plumericin and isoplumericin / Philip J. Stephens, J. J. Pan, F. J. Devlin, K. Krohn, T. Kurtán
Dátum:	2007
Megjegyzések:	The absolute configurations (ACs) of the iridoid natural products, plumericin (1) and isoplumericin (2), have been re-investigated using vibrational circular dichroism (VCD) spectroscopy, electronic circular dichroism (ECD) spectroscopy, and optical rotatory dispersion (ORD). Comparison of DFT calculations of the VCD spectra of 1 and 2 to the experimental VCD spectra of the natural products, (+)-1 and (+)-2, leads unambiguously to the AC *1R,5S,8S,9S,10S)-(+) for both 1 and 2. In contrast, comparison of timedependent DFT (TDDFT) calculations of the ECD spectra of 1 and 2 to the experimental spectra of (+)-1 and (+)-2 does not permit definitive assignment of their ACs. On the other hand, TDDFT calculations of the ORD of (1R,5S,8S,9S,10S)-1 and -2 over the range of 365-589 nm are in excellent agreement with the experimental data of (+)-1 and (+)-2, confirming the ACs derived from the VCD spectra. Thus, the ACs initially proposed by Albers-Schönberg and Schmid are shown to be correct, and the opposite ACs recently derived from the ECD spectra of 1 and 2 by Elsässer et al. are shown to be incorrect. As a result, the ACs of other iridoid natural products obtained by chemical correlation with 1 and 2 are not in need of revision.
Tárgyszavak:	Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:	Journal of Organic Chemistry. - 72 : 9 (2007), p. 3521-3536. -
További szerzők:	Pan, Jian-Jung Devlin, Frank J. Krohn, Karsten Kurtán Tibor (1973-) (vegyész, angol szakfordító)
Internet cím:	DOI elektronikus változat
Borító:
Saját polcon: