Synthesis of the marine furanoditerpene (−)-marginatone

M Kolympadi, M Liapis, V Ragoussis

Index: Kolympadi, Maria; Liapis, Maria; Ragoussis, Valentine Tetrahedron, 2005 , vol. 61, # 8 p. 2003 - 2010

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Citation Number: 24

Abstract

A synthesis of the marine labdane furanoditerpene (−)-marginatone has been accomplished by a short sequence of reactions starting from (+)-coronarin E. The key step is the stereocontrolled-intramolecular electrophilic cyclisation of the (+)-dihydrocoronarin E, to the tetracyclic marginatane skeleton, which is subsequently functionalized by allylic oxidation to give. As (+)-coronarin E was previously synthesized from (−)-sclareol, the herein reported ...