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Oxazine‐ and oxazole‐fused derivatives of the alkaloid boldine and their complete structural and spectral assignments by HMQC and HMBC experiments
Author(s) -
SobarzoSánchez Eduardo,
Cassels Bruce K.,
SaitzBarría Claudio,
Jullian Carolina
Publication year - 2001
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/mrc.852
Subject(s) - chemistry , quinoline , alkaloid , oxazole , stereochemistry , carbon 13 nmr , spectral analysis , organic chemistry , spectroscopy , physics , quantum mechanics
The novel heterocycles 1,11‐dimethoxy‐2‐hydroxy‐6‐methyloxazolo[4,5‐ k ]‐5,6,6a,7‐tetrahydro‐4 H ‐dibenzo [ de,g ]quinoline, 1,12‐dimethoxy‐2‐hydroxy‐6‐methyl‐9‐phenyl‐10 H ‐oxazin[5,6‐ k ]‐5,6,6a,7‐tetrahydro‐4 H ‐ dibenzo[ de,g ]quinolin‐10‐one and 1,11‐dimethoxy‐2‐hydroxy‐6‐methyl‐9‐phenyloxazolo[4,5‐ k ]‐5,6,6a,7‐tetrahydro‐4 H ‐dibenzo[ de,g ]quinoline were prepared starting from the alkaloid boldine. The structures were confirmed and the 1 H and 13 C NMR spectra were completely assigned using a combination of one‐ and two‐dimensional NMR techniques. Copyright © 2001 John Wiley & Sons, Ltd.