S. Funayama et al., ABSOLUTE STEREOCHEMISTRY OF (-)-PREORIXINE AND RELATED-COMPOUNDS, Chemical and Pharmaceutical Bulletin, 44(10), 1996, pp. 1885-1889
The absolute stereochemistry of the C-2' position of(-)-preorixine, po
stulated to be an important biosynthetic precursor of various quinolin
e alkaloids, was assigned as R by the combination of its chemical tran
sformation and the extended Mosher method. The stereochemistry of the
C-2' position of (+)-orixine was also concluded to be R, establishing
that no inversion occurred when(-)-preorixine was transformed into (+)
-orixine.