G. Bringmann et al., ACETOGENIC ISOQUINOLINE ALKALOIDS .80. DETERMINATION OF CONFIGURATIONAT THE BIARYL AXES OF NAPHTHYLISOQUINOLINE ALKALOIDS BY LONG-RANGE NOE EFFECTS, Magnetic resonance in chemistry, 35(5), 1997, pp. 297-301
One- and two-dimensional NOE and ROE experiments were applied to inves
tigate the relative configuration at the stereogenic biaryl axes of na
phthylisoquinoline alkaloids, natural biaryl compounds mainly occurrin
g as stable atropisomers. The influence of ortho substitution at the b
iaryl axes on the dynamic behavior of the atropodiastereomers and the
determined NOE effects was investigated. As an example, the axial conf
iguration of ancistrobrevine A was elucidated by the method. (C) 1997
by John Wiley & Sons, Ltd.