A general strategy for the synthesis of the mevinic acids starting from L-glutamic acid as a chiral templateis presented. The octahydronaphthalene ring system of dihydromevinolin and mevinolin is constructed froman intramolecular Diels-Alder cycloaddition involving a butenolide. The lactone portion is elaborated from acyclopentanone by a Baeyer-Villiger oxidation with bis(trimethylsily1) peroxide.
Synthetic Studies on the Mevinic Acids Using the Chiron Approach: Total Synthesis of (+)-Dihydromevinolin."
PETRINI, Marino;
1990-01-01
Abstract
A general strategy for the synthesis of the mevinic acids starting from L-glutamic acid as a chiral templateis presented. The octahydronaphthalene ring system of dihydromevinolin and mevinolin is constructed froman intramolecular Diels-Alder cycloaddition involving a butenolide. The lactone portion is elaborated from acyclopentanone by a Baeyer-Villiger oxidation with bis(trimethylsily1) peroxide.File in questo prodotto:
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