A short and efficient synthesis of tetrahydroindenofuranones based on the Michael addition of ortho-lithiated aryloxiranes to alkylidene malonates followed by the nucleophilic oxirane ring-opening and subsequent lactonization is described. The methodology has been applied to the synthesis of a structural analogue of epipodophyllotoxins.
Michael Addition of Ortho-Lithiated Aryloxiranes to α,β-Unsatured Malonates: Synthesis of Tetrahydroindenofuranones
SALOMONE, A;CAPRIATI, Vito;LUISI, Renzo;
2008-01-01
Abstract
A short and efficient synthesis of tetrahydroindenofuranones based on the Michael addition of ortho-lithiated aryloxiranes to alkylidene malonates followed by the nucleophilic oxirane ring-opening and subsequent lactonization is described. The methodology has been applied to the synthesis of a structural analogue of epipodophyllotoxins.File in questo prodotto:
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