135441-34-8Relevant articles and documents
STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE
Boulos, L. S.,Eldin, N. Khir,Zayed, M. F.
, p. 131 - 135 (2007/10/02)
Wittig reagents (Ia-d) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethylenic adducts (IIIa-f).On the other hand, methylenetriphenylphosphorane (Id) reacts with N-hydroxy-4-cyclohexene-1,2-dicarboxy-imide (IIb) affording the new spiro ylid-phosphorane adduct (IV).Structural reasoning for the new adducts (IIIa-f) and (IV) was based on compatible analytical and spectral data.A mechanism is proposed to explain the formation of the new ylid-phosphorane adduct (IV).Key words: Wittig reagents (I); 4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b); ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ1,α-phthalanacetate (IIIa); diethyl 3a,4,7,7a-tetrahydro-Δ1,3,α-1,3-phthalanacetate (IIIb); 3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc); 3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV).