Synthesis of (.+-.)-(4a.ALPHA.,6a,7.ALPHA.,7a.ALPHA.)-Hexahydro-6-hydroxy-7- methylcyclopenta(c)pyran-3(1H)-one, a Structure Common to Abelialactone, Aglykon A1, and Isoboonein.

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Synthesis of (±)-(4aα, 6α, 7α, 7aα)-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-3(1H)-one [(±)-1] has been achieved through an 8-step route starting from 6, 7-dihydrocyclopenta-1, 3-dioxin-5(4H)-one (4). The identities of synthetic (±)-1 with abelialactone, Aglykon A1, and isoboonein permitted the unequivocal assignment of this common structure and the relative stereochemistry to these cyclopentano-monoterpene lactones.

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