111223-46-2Relevant academic research and scientific papers
Acid- and Pd(0)-catalyzed ring opening of 1-(1-cycloalkenyl)cyclopropyl sulfonates
Long, Guo Quan,Hyung, Goo Lee,Jin, Kun Cha
, p. 4439 - 4442 (2008/03/12)
(Chemical Equation Presented) We report herein facile acid-catalyzed isomerization of 1-(1′-cycloalkenyl)cyclopropyl sulfonates under mild conditions. The remarkable ease of ring opening is attributed to the presence of a 1′-alkyl substituent. Also includ
CARBOPALLADATION OF ALLENIC HYDROCARBONS. A NEW WAY TO FUNCTIONALIZED STYRENES AND 1,3-BUTADIENES.
Ahmar, Mohammed,Barieux, Jean-Jacques,Cazes, Bernard,Gore, Jacques
, p. 513 - 526 (2007/10/02)
The palladium-catalyzed coupling reaction of allenes, vinyl or aryl halides and stabilized carbanions is described: ?-allyl palladium complexes are formed by addition of a vinyl or an aryl-palladium complex to an allenic hydrocarbon and trapped by the sodium enolate of diethyl malonate giving rise with good yields to β-butadienyl or β-styryl malonates.With monoalkyl allenes, the reaction is regiospecific with attack of the nucleophile on the unsubstituted carbon of the intermediate ?-allyl complex and in many cases highly stereoselective with the predominant formation of the E configuration for the trisubstituted double bond of the diene.This configuration was demonstrated by 1H NMR using NOE difference spectroscopy.
