21994-87-6Relevant articles and documents
VICINAL ALKYLATION OF ALKYNES. A SHORT ROUTE TOWARD Δα,β BUTENOLIDES, FURANS AND CYCLOPENTENONES.
Schmit, C.,Sahraoui-Taleb, S.,Differding, E.,Dehasse-De Lombaert, C. G.,Ghosez, L.
, p. 5043 - 5046 (1984)
Cyclobutenones 1 which are readily prepared from alkynes and keteniminium salts 2 were regiospecifically converted into Δα,β butenolides 4 or cyclopentenones 7.Reaction of 4 with diisobutylaluminium hydride yielded the corresponding substituted
Alkylation of Nitrile Anions by Tertiary α-Halo Ketones and Nitriles
Ros, Francisco,Rosa, Jose de la,Enfedaque, Juan
, p. 5419 - 5424 (2007/10/02)
Potassium salts of nitriles bearing carbethoxy, cyano, or phenyl groups at the α carbon react with tertiary α-halo ketones and nitriles (1-5) in DMSO or HMPA to provide the alkylated β-keto- or β-cyano-β,β-dialkyl nitriles 6-10 in useful yields. (PhCHCN)(-) undergoes cyclization with p-XC6H4COCCl(CH3)2 to produce 2(5H)-furanone 11.Reaction of (Ph2CCN)(-) with PhCOCCl(CH3)2 affords the hydrolyzed ketone 12a and recovered carbon acid, while the anion undergoes oxidative dimerization to NCCPh2CPh2CN with p-O2NC6H4COCCl(CH3)2 with concomitant formation of the reduced ketone p-O2NC6H4COCH(CH3)2 and the hydrolyzed ketone 12b.The alkylations of (-) and (-) with p-O2NC6H4COCX(CH3)2 take place by the SRN1 process.
ADDITION DE REACTIFS AMBIDENTS DIMETALLIQUES A LA DOUBLE LIAISON AZIRINIQUE
Blagoev, B.,Novkova, S.
, p. 1609 - 1614 (2007/10/02)
The Ivanov magnesium reagents obtained from aryl-acetic acids add to 3,3-dimethyl-2-phenyl azirine to give β-aziridino acids 4, which are easily transformed into 4-amino lactones 10 and further into butenolides 11.If sodium is substituted for magnesium th
