[4+2] Cycloaddition reaction of 1-(cyclopenten-1-y1)-1-morpholino ethene with β-nitrostyrene leads to tetrahydroindan and tetrahydroindanone derivatives. A [4+2] adduct of interest is also obtained in the reaction of the same substrate with mesyl chloride. Reactivity of the same electrophiles with the morpholino enamine of cyclopentyl-methyl ketone is also examined. Some stereochemical aspects of the above mentioned reactions are discussed.
1-Substituted morpholino ethenes—III. Carbocyclic and Aliphatic Heterocyclic Compounds from 5-Membered Ring Derivatives / Benedetti, Fabio; Pitacco, Giuliana; Valentin, Ennio. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 35:(1979), pp. 2293-2299. [10.1016/0040-4020(79)80124-6]
1-Substituted morpholino ethenes—III. Carbocyclic and Aliphatic Heterocyclic Compounds from 5-Membered Ring Derivatives
BENEDETTI, FABIO;PITACCO, GIULIANA;VALENTIN, ENNIO
1979-01-01
Abstract
[4+2] Cycloaddition reaction of 1-(cyclopenten-1-y1)-1-morpholino ethene with β-nitrostyrene leads to tetrahydroindan and tetrahydroindanone derivatives. A [4+2] adduct of interest is also obtained in the reaction of the same substrate with mesyl chloride. Reactivity of the same electrophiles with the morpholino enamine of cyclopentyl-methyl ketone is also examined. Some stereochemical aspects of the above mentioned reactions are discussed.Pubblicazioni consigliate
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