78426-31-0Relevant articles and documents
Nucleophilic displacement of homoallylic tosylates: Influence of steric hindrance and conformational rigidity
Fernández-Mateos,Rentzsch,Rodríguez Sánchez,Rubio González
, p. 4873 - 4879 (2001)
A comparative study on the nucleophilic displacement of homoallylic tosylates with different degrees of hindrance and rigidity is reported. π Bond participation is favoured by hindrance and rigidity, and also by weak nucleophiles such as water or dimethylformamide.
Scandium(III) triflate catalyzed synthesis of primary homoallylic alcohols via carbonyl-ene reaction
Sultana, Sabera,Bondalapati, Somasekhar,Indukuri, Kiran,Gogoi, Paramartha,Saha, Pipas,Saikia, Anil K.
supporting information, p. 1576 - 1578 (2013/03/28)
Scandium trifluoromethanesulfonate can efficiently catalyze the formation of homoallylic alcohols from olefins and paraformaldehyde in good yields.
Formaldehyde Encapsulated in Zeolite: A Long-Lived, Highly Activated One-Carbon Electrophile to Carbonyl-Ene Reactions
Okachi, Takahiro,Onaka, Makoto
, p. 2306 - 2307 (2007/10/03)
Gaseous formaldehyde is extremely unstable and readily undergoes self-polymerization to a solid paraformaldehyde or disproportionation to methanol and formic acid in the presence of moisture. We disclose a simple method to stably store such a labile formaldehyde as a monomer in a nanoporous faujasite zeolite at 5 °C for at least 50 days without self-polymerization or disproportionation. The greater stability of formaldehyde encapsulated in zeolite was confirmed by 13C MAS NMR spectroscopy. Formaldehyde was not only stabilized within the zeolite cages but functioned as a powerful electrophile toward various olefins. Zeolite-encapsulated formaldehyde was proved to be a stable but highly reactive C1 reagent. Copyright
(2-hydroxy)ethyl-thioureas useful as modulators of alpha2B adrenergic receptors
-
, (2008/06/13)
Compounds of formula (i) and of formula (ii) wherein the symbols have the meaning disclosed in the specification, specifically or selectively modulate α2B and/or α2C adrenergic receptors in preference over α2A adrenergic receptors, and as such are useful for alleviating chronic pain and allodynia and have no or only minimal cardivascular and/or sedatory activity.
DIMETHYLALUMINUM CHLORIDE CATALYZED ENE REACTIONS OF ALDEHYDES.
Snider,Rodini,Kirk,Cordova
, p. 555 - 563 (2007/10/02)
Dimethylaluminum chloride, which is a mild Lewis acid and a proton scavenger, catalyzes the ene reactions of aliphatic and aromatic aldehydes with alkenes containing a disubstituted vinylic carbon. Proton-initiated rearrangements do not occur, since the alcohol-Lewis acid complex formed in the ene reaction reacts rapidly to give methane and a nonacidic aluminum alkoxide. Formaldehyde and excess Me//2AlCl give good yields of ene adducts with all types of alkenes. With 1 equiv of Me//2AlCl, formaldehyde and mono- and 1,2-disubstituted alkenes give gamma -chloro alcohols resulting from cis addition of chlorine and hydroxymethyl groups to the double bond. This work is pertinent to the synthesis of alcohols.
Reactions of the Formaldehyde-Trimethylaluminum Complex with Alkenes
Snider, Barry B.,Cordova, Robert,Price, Robert T.
, p. 3643 - 3646 (2007/10/02)
Reaction of CH2O*Me3Al with electron-rich alkenes gives a zwitterion that reacts further to give homoallylic alcohols (ene adducts), allylic alcohols, and the product of cis addition of a hydroxymethyl and a methyl group to the double bond.The stereochemistry and effect of alkene structure on the nature of the reaction are examined.
ALCOHOLYSIS OF OXETANES BY ETHYLENE CHLOROHYDRIN
Pavel', T. M.,Chernysh, O. N.
, p. 348 - 350 (2007/10/02)
During the alcoholysis of oxetanes by ethylene chlorohydrin a mixture of unsaturated isomeric alcohols (products from isomerization of the initial oxetanes) is formed in addition to the alcoholysis products.