Tetrahedron p. 3809 - 3814 (1984)
Update date:2022-08-03
Topics:
Rosini, Goffredo
Ballini, Roberto
Petrini, Marino
Sorrenti, Pietro
2-(2-Nitroethyl)-1,3-dioxolane is a versatile reagent for 3-oxopropyl anion synthon.New methodology, based on nitroaldol condensation, oxidation and direct or indirect denitration sequence is developed for the conversion of 2-(2-nitroethyl)-1,3-dioxolane into (Z)-1,4-dioxodec-7-ene, (Z)-2-(2-pentenyl)-2-cyclopenten-1-one, methyl 9,12-dioxododecanoate and methyl 7-(5-oxocyclopentenyl)heptanoate, which are popular intermediates for syntheses of (Z)-jasmonoids and prostaglandins.
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