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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 28, Number 10
BKCSDE 28(10)
October 20, 2007 

An Efficient and Concise Synthesis of Biologically Interesting Pyranochromenes by Ethylenediamine Diacetate-Catalyzed Double Condensation of Substituted Trihydroxybenzenes to α,β-Unsaturated Aldehydes and Application to Natural Product Analoges
Yong Rok Lee*, Xin Li
Pyranochromene, Double condensation, Trihydroxybenzenes, Electrocyclization
A new methodology for the preparation of pyranochromenes was developed starting from substituted trihydroxybenzenes. This methodology was applied successfully to the total synthesis of biologically interesting compounds, clusiaphenone A, octandrenolone, O-methyloctandrenolone, trans-3''',4'''-dihydro- 3''',4'''-dihydroxy-O-methyloctandrenolone, trans-3'',4''-dihydro-3'',4''-dihydroxy-O-methyloctandrenolone, flemiculosin, laxichalcone, and racemic 3-deoxy-Ms-II.
1739 - 1745
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