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Determination of Configuration at the Biaryl Axes of Naphthylisoquinoline Alkaloids by Long-Range NOE Effects

✍ Scribed by Gerhard Bringmann; Dagmar Koppler; Dieter Scheutzow; Andrea Porzel


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
281 KB
Volume
35
Category
Article
ISSN
0749-1581

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✦ Synopsis


One-and two-dimensional NOE and ROE experiments were applied to investigate the relative conÐguration at the stereogenic biaryl axes of naphthylisoquinoline alkaloids, natural biaryl compounds mainly occurring as stable atropisomers. The inÑuence of ortho substitution at the biaryl axes on the dynamic behavior of the atropodiastereomers and the determined NOE e †ects was investigated. As an example, the axial conÐguration of ancistrobrevine A was elucidated by the method.