Issue 0, 1981

Studies on the rearrangement of 8α,9α-epoxy-12,12-ethylenedioxypodocarpan-16-ol acetate by boron trifluoride–ether. Formation of a novel product containing a C-seco, B-aromatic system

Abstract

The rearrangement of 8α,9α-epoxy-12,12-ethylenedioxypodocarpan-16-ol acetate (3b) has been studied. Upon treatment with boron trifluoride–ether in a polar solvent (nitromethane), the epoxide (3b) yielded, besides compounds (8) and (7d), (9a) as the major product. In a non-polar solvent (benzene), however, compounds (18), (5c), and (5d) were obtained under the same conditions.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1981, 2075-2079

Studies on the rearrangement of 8α,9α-epoxy-12,12-ethylenedioxypodocarpan-16-ol acetate by boron trifluoride–ether. Formation of a novel product containing a C-seco, B-aromatic system

T. Nakano, A. Haces, A. Martín and A. Rojas, J. Chem. Soc., Perkin Trans. 1, 1981, 2075 DOI: 10.1039/P19810002075

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