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Isofenchylic alcohol derived from a functionalized pinene oxide: unexpected formation and structural confirmation using multi‐dimensional NMR spectroscopy and x‐ray crystallography
Author(s) -
Vialemaringe Marianne,
Bourgeois Marie Josèphe,
Montaudon Evelyne,
Courseille Christian,
Barbe Bernard,
Pianet Isabelle
Publication year - 2000
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/1097-458x(200009)38:9<785::aid-mrc734>3.0.co;2-5
Subject(s) - chemistry , two dimensional nuclear magnetic resonance spectroscopy , derivative (finance) , nuclear magnetic resonance spectroscopy , crystallography , dodecane , spectroscopy , proton , stereochemistry , alcohol , x ray , organic chemistry , physics , quantum mechanics , financial economics , economics
The complete proton and carbon‐13 assignment and the stereochemistry of (1 R )(7 S )(9 R )(11 S )‐11‐hydroxy‐8,8‐dimethyl‐6‐oxa‐5‐oxo‐3‐thiatricyclo[7.2.1.0 1,7 ]dodecane, a fenchylic derivative compound, was performed by using 1D and 2D NMR experiments (COSY, HMBC, HMQC, NOESY) leading to its unambiguous structural characterization. This structure was confirmed by an x‐ray crystallographic experiment. Copyright © 2000 John Wiley & Sons, Ltd.