2-(2-Nitroethyl)-l,3-dioxolane 18 a versatile reagent for 3-oxopropyl anion synthon. New methodology, based on nitro- aldol condensation, oxidation and direct or indirect denitration sequence is developed for the conversion of 2-(2-nitroethyl)-l,3 dioxolane into (Z)-l,4-dioxodec-7-ene, (Z)-2-(2-pentenyl)-2-cy clopenten-l-one, methyl 9,12-dioxododecanoate and methyl 7-(5- oxocyclopentenyl)heptanoate, which are popular Intermediates for syntheses of (Z)-jasmonolds and prostaglandins.
2-(2-Nitroethyl)1,3-Dioxolane as Reagent for 3-Oxopropyl Anion Synthon: A New Route to Jasmonoid and Prostaglandin Intermediates
BALLINI, Roberto;PETRINI, Marino;
1984-01-01
Abstract
2-(2-Nitroethyl)-l,3-dioxolane 18 a versatile reagent for 3-oxopropyl anion synthon. New methodology, based on nitro- aldol condensation, oxidation and direct or indirect denitration sequence is developed for the conversion of 2-(2-nitroethyl)-l,3 dioxolane into (Z)-l,4-dioxodec-7-ene, (Z)-2-(2-pentenyl)-2-cy clopenten-l-one, methyl 9,12-dioxododecanoate and methyl 7-(5- oxocyclopentenyl)heptanoate, which are popular Intermediates for syntheses of (Z)-jasmonolds and prostaglandins.File in questo prodotto:
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