107-70-0Relevant articles and documents
Stephenson,Parlett
, p. 1093 (1971)
LE CATION METHYLENECYCLOPROPYLE: ETUDE THEORIQUE. SOLVOLYSE DES HALOGENOCYCLOPROPENES ET DES HALOGENOMETHYLENE-CYCLOPROPANES
Arnaud, R.,Dussauge, A.,Faucher, H.,Subra, R.,Vidal, M.,Vincens, M.
, p. 315 - 326 (1984)
The solvolysis in acid solution of allylic halides and acetates of methylenecyclopropanes and cyclopropylmethanes does not lead to ring opening when there is an ethoxycarbonyl substituent on the ring methylene.Only the cyclopropenyl derivative is obtained.A study of the electronic structure and the geometry of the possible allylic cation intermediate has been carried out using the MNDO method.In addition, the influence of the substituents on the ring opening of this cation has been examined.It appears that the ring opening is disfavoured upon substitution of an alkyl group by alkoxymethyl on the ring methylene group.
Molecular design of organic superbases, azacalix[3](2,6)pyridines: Catalysts for 1,2-and 1,4-additions
Uchida, Natsuko,Kuwabara, Junpei,Taketoshi, Ayako,Kanbara, Takaki
, p. 10631 - 10637 (2013/02/22)
The molecular design, characteristics, and catalytic activity of macrocyclic amino compounds, azacalix[3](2,6)pyridine derivatives, were studied. The introduction of an electron-donating group on the pyridine moiety and bridging amino phenyl group enabled the enhancement of the basicity of azacalix[3](2,6)pyridine up to pKBH+ = 29.5 in CD3CN. These derivatives were shown to be efficient catalysts for 1,4-addition reactions of nitroalkanes or primary alcohols to α,β-unsaturated carbonyl compounds and 1,2-addition reactions of nitroalkanes to aromatic aldehydes.
A facile procedure for acetalization of aldehydes and ketones catalyzed by cerium(III) trifluoromethanesulfonate
Ono, Fumiaki,Inatomi, Yoshiko,Tada, Yuusuke,Mori, Masaki,Sato, Tsuneo
scheme or table, p. 96 - 97 (2009/11/30)
Aldehydes and ketones are readily protected in the presence of trialkyl orthoformate and a catalytic amount of cerium(III) trifluoromethanesulfonate under mild conditions to give the corresponding acetals in good to excellent yields. Due to the mild reaction conditions, this method is compatible with acid-sensitive substrates. Copyright