Synthesis of side chain substituted 3-butylisocoumarins and absolute configurations of natural isocoumarins from Artemisia dracunculus

G Lutz-Kutschera, D Engelmeier, F Hadacek…

Index: Lutz-Kutschera, Gerda; Engelmeier, Doris; Hadacek, Franz; Werner, Andreas; Greger, Harald; Hofer, Otmar Monatshefte fur Chemie, 2003 , vol. 134, # 9 p. 1195 - 1206

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Citation Number: 14

Abstract

Summary. A series of 3-hydroxy-and 3-bromobutyl-substituted isocoumarins was synthesized. The absolute configurations of three isocoumarin derivatives from Artemisia dracunculus, namely (−)-epoxyartemidin,(−)-2′-methoxydihydroartemidin, and (+)-3′- hydroxyartemidin were determined by chemical means via derivatization, kinetic racemate resolution (Horeau method), and comparison of the circular dichroism (CD) spectra.