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Stereochemical Assignment of Tertiary Hydroxyl Group in Diterpene Furan Glycosides by Pyridine Induced Shifts, 13C-and 2D-NMR Spectroscopy

Publication Type : Journal Article

Thematic Areas : Biotech

Publisher : Taylor & Francis

Source : Spectroscopy letters, Taylor & Francis, Volume 30, Number 7, p.1467–1474 (1997)

Campus : Amritapuri

School : School of Biotechnology

Center : Biotechnology, Phytochemistry Labs

Department : biotechnology, Chemistry

Year : 1997

Abstract : The stereochemistry of the tertiary hydroxyl group in diterpene furan glycosides viz. cordifolisides D (1) and cordifoliside E (2) has been assigned on the basis of pyridine solvent induced shifts (PIS) in the 1H and 13C NMR spectra. The methyl and the methylene groups occupying positions vicinal, 1, 3-diaxial and geminal to the tertiary hydroxyl group were deshielded to different extent depending on the dihedral angle. The stereochemical assignments are well supported by 13C-γ shifts and 2D Overhauser spectroscopy.

Cite this Research Publication : P. Pradhan, Gangan, V. D., Sipahimalani, A. T., and Banerji, A., “Stereochemical Assignment of Tertiary Hydroxyl Group in Diterpene Furan Glycosides by Pyridine Induced Shifts, 13C-and 2D-NMR Spectroscopy”, Spectroscopy letters, vol. 30, pp. 1467–1474, 1997.

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