A cascade cyclization approach to schweinfurthin B.
[reaction: see text] A strategy for synthesis of the hexahydroxanthene moiety of the natural products schweinfurthin A, B, and D is described. The relative stereochemistry in the key cationic cyclization step is established through the preference of the phenylselenide substituent for an equatorial orientation.
Treadwell
Edward M
EM
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.
Neighbors
Jeffrey D
JD
Wiemer
David F
DF
D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D013267:Stilbenes / Q000737:chemistry*
D013267:Stilbenes; C117233:schweinfurthin B