학술논문
Total Synthesis of Munchiwarin, a Triprenylated Chalcone from Crotalaria medicagenia.
Document Type
Article
Source
Subject
*CROTALARIA
*LEGUMES
*ORGANIC compounds
*CARBON compounds
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Language
ISSN
1523-7060
Abstract
An efficient method is developed for the synthesis of the modified triprenylated chalcone, munchiwarin (1), isolated from the roots of Crotalaria medicagenia.The synthesis of 1utilizes a Claisen−Schmidt condensation between 2,4-dihydroxy-3,5-C-diprenyl acetophenone and 4-methoxy benzaldehyde in the presence of Ba(OH)2to yield the unusual chalcone 5that contains a nine-membered ether ring. Further prenylation of 5with 1-bromo-3-methylbut-2-ene and its subsequent demethylation with BBr3gave munchiwarin (1). [ABSTRACT FROM AUTHOR]