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Carbon‐13 NMR studies of oxazolidines, N ‐borane‐oxazolidines and oxazolidinium salts derived from pseudoephedrine: Steric effect of the BH 3 and CH 3 groups on the chemical shifts
Author(s) -
PazSandoval M. A.,
Santiesteban F.,
Contreras R.
Publication year - 1985
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.1260230605
Subject(s) - chemistry , steric effects , borane , chemical shift , adduct , substituent , pseudoephedrine , carbon 13 nmr , organic chemistry , medicinal chemistry , stereochemistry , ephedrine , neuroscience , biology , catalysis
Carbon‐13 NMR chemical shifts in various oxazolidines derived from pseudoephedrine and their corresponding N ‐borane adducts and oxazolidinium salts are examined. The observed shifts can be rationalized on the basis of steric factors, owing to the similarity between the borane adducts and the oxazolidinium salts, i.e., BH 3 and CH 3 appear to have the same substituent effects.