Synthesis of triprenylated toluquinone and toluhydroquinone metabolites from a marine-derived Penicillium fungus

BA Scheepers, R Klein, MT Davies-Coleman

Index: Scheepers, Brent A.; Klein, Rosalyn; Davies-Coleman, Michael T. Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8243 - 8246

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Citation Number: 12

Abstract

Two triprenylated toluquinone and toluhydroquinone marine fungal metabolites, 5-methyl-2- [(2′ E, 6′ E)-3′, 7′, 11′-trimethyl-2′, 6′, 10′-dodecatrienyl]-2, 5-cyclohexadiene-1, 4-dione and 5-methyl-2-[(2′ E, 6′ E)-3, 7, 11-trimethyl-2′, 6′, 10′-dodecatrienyl]-1, 4- benzenediol, were synthesized in four and five steps, respectively, from 2-methyl-1, 4- benzoquinone. The synthesis extends the applicability of the oxidative ether cleavage of ...