^{1H,13C NMR AND STEREOCHEMISTRY STUDIES OF 3SSUBSTITUTED ALKOXYLQUINUCLIDINE BY TWO-DIMENSIONAL AND NOE DIFFERENCE NMR TECHNIQUES}

By using optically pure 3S-quinuclidinol, two diastereoisomers(3S-1) and (3S-2) of 3-(substituted) alkoxy-quinuclidine were synthesized. ¹H and ¹³C NMR spectra of (3S-1) and (3S-2) have been completely analyzed utilizing doudlequantum filtered COSY, ¹³C-¹H COSY and NOE difference experiment. The NOE difference experiment was used to determine the absolute configuration at C-11 of the diastereomers. According to the results of NOE difference and variable concentration NMR experiments, the configuration about C-11 of (3S-1) is designated as R (1A), whereas the configuration about C-11 of (3S-2) is designated as S (1B). The result was confirmed by X-ray diffraction analysis.