STUDIES ON PHOSPHONIUM YLIDES-XVI. THE REACTION OF WITTIG REAGENTS WITH 4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE AND ITS N-HYDROXY IMIDE

Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic 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). Str...

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Veröffentlicht in:	Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1991-08, Vol.61 (1-2), p.131-135
Hauptverfasser:	Boulos, L. S., Eldin, N. Khir, Zayed, M. F.
Format:	Artikel
Sprache:	eng
Schlagworte:	1,3- phthalanacetate (IIIb) 1,3-phthalanacetate (IIIa) 1-œ 1.3.œ 3a,4,7,7a-tetrahydro-1,3-phenacylidenephthalane (IIId) and the new spiro-phosphorane adduct (IV) 3a,4,7,7a-tetrahydro-3-phenacylidenephthalide (IIIc) 4-cyclohexene-1,2-dicarboxylic anhydride and its N-hydroxy-imide (IIa,b) Chemistry diethyl 3a,4,7,7a-tetrahydro-Δ ethyl 3a,4,7,7a-tetrahydro-3-oxo-Δ Exact sciences and technology Organic chemistry Organometalloidal and organometallic compounds P derivatives Preparations and properties Wittig reagents (I)
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Zusammenfassung:	Wittig reagents (Ia-d)) react with 4-cyclohexene-1,2-dicarboxylic anhydride (IIa) to give the new ethyl enic 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).
ISSN:	1042-6507 1563-5325
DOI:	10.1080/10426509108027345