Cyclopentannulation of bicyclo [3.3. 0] octane-3, 7-dione. A more convenient synthesis of the [5] peristylane system

PE Eaton, A Srikrishna, F Uggeri

Index: Eaton, Philip E.; Srikrishna, A.; Uggeri, Fulvio Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1728 - 1732

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Citation Number: 28

Abstract

Mono-and biscyclopentannulation of the bicyclic title dione (6) is described. The first breaks the symmetry of the starting material and provides a triquinane (19) suited for elaboration into natural products having this skeleton. The second provides a pair of tetraquinane diones: one new (13), the other (2) the key precursor for the synthesis of the norperistylane (4) and peristylane (5) systems. The cyclopentannulation method used involves ...