123990-98-7Relevant articles and documents
Stereoelectronic Model to Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates
Beaver, Matthew G.,Buscagan, Trixia M.,Lavinda, Olga,Woerpel
supporting information, p. 1816 - 1819 (2016/02/03)
Nucleophilic attack on seven-membered-ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, thus leading to different stereoselectivity as compared to that of reactions involving six-membered-ring oxocarbenium ions.
Application of high pressure induced by water-freezing to the Michael reaction of alcohols with α,β-enones
Hayashi, Yujiro,Nishimura, Koichi
, p. 296 - 297 (2007/10/03)
High pressure (about 200MPa), which was realized by freezing water in a sealed autoclave, has been successfully applied to a high-yield Michael reaction of alcohols and α,β-unsaturated ketones in the presence of a catalytic amount of DMAP and LiClO4. Only a moderate yield was obtained under atmospheric pressure.
Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes. Part 14: Regioselectivity of the opening reactions with MeOH of remote O-substituted 1,2-epoxycyclohexanes under gas-phase operating conditions
Crotti, Paolo,Di Bussolo, Valeria,Favero, Lucilla,Pineschi, Mauro,Marianucci, Francesco,Renzi, Gabriele,Amici, Giuseppina,Roselli, Graziella
, p. 7513 - 7524 (2007/10/03)
The regiochemical behavior of cyclohexene oxides bearing a remote O-functionality was determined in the gas-phase in opening reactions with MeOH, using a gaseous acid (D3/+, C(n)H5/+, Me2F+
Regiochemical Control of the Ring-Opening of 1,2-Epoxides by Means of Chelating Processes. Synthesis and Reactions of the cis- and trans-Oxides Derived from 4-(Benzyloxy)cyclohexene
Chini, Marco,Crotti, Paolo,Flippin, Lee A.,Macchia, Franco
, p. 4265 - 4272 (2007/10/02)
The synthesis and reactions of diastereomeric epoxides cis-1 and trans-2 with heteronucleophiles were carried out in order to probe the effect of remote polar functionality on the regioselectivity of nucleophilic addition to the epoxide ring.The reaction
Rhodium Acetate Catalyzes the Addition of Carbenoids α- to Ether Oxygens
Adams, Julian,Poupart, Marc-Andre,Grenier, Louis,Schaller, Chris,Ouimet, Nathalie,Frenette, Richard
, p. 1749 - 1752 (2007/10/02)
Diazo-carbonyl compounds, when catalyzed by rhodium acetate, insert preferentially adjacent to ether oxygens.This phenomenon was exploited to develop a synthesis of 3(2H)-furanones.