113365-28-9Relevant academic research and scientific papers
Enantioselective Pd(ii)-Pd(iv) catalysis utilizing a SPRIX ligand: Efficient construction of chiral 3-oxy-tetrahydrofurans
Takenaka, Kazuhiro,Dhage, Yogesh D.,Sasai, Hiroaki
, p. 11224 - 11226 (2013)
Novel enantioselective catalysis involving a Pd(ii)-Pd(iv) cycle was developed by utilizing a SPRIX ligand. Treatment of alkenyl alcohols with a catalytic amount of Pd-SPRIX and TfOH in the presence of PhI(OAc)2 gave optically active 3-oxy-tetr
Organocatalytic Trapping of Elusive Carbon Dioxide Based Heterocycles by a Kinetically Controlled Cascade Process
Bo, Carles,Kleij, Arjan W.,Limburg, Bart,Qiao, Chang,Sprachmann, Josefine,Villar-Yanez, Alba
supporting information, p. 18446 - 18451 (2020/08/21)
A conceptually novel approach is described for the synthesis of six-membered cyclic carbonates derived from carbon dioxide. The approach utilizes homoallylic precursors that are converted into five-membered cyclic carbonates having a β-positioned alcohol group in one of the ring substituents. The activation of the pendent alcohol group through an N-heterocyclic base allows equilibration towards a thermodynamically disfavored six-membered carbonate analogue that can be trapped by an acylating agent. Various control experiments and computational analysis of this manifold are in line with a process that is primarily dictated by a kinetically controlled acylation step. This cascade process delivers an ample diversity of six-membered cyclic carbonates in excellent yields and chemoselectivities under mild reaction conditions.
Novel synthesis of 1,3-disubstituted alkyl- and aralkylnaphthalenes from methylenetriphenylphosphorane, 1,1-disubstituted epoxides, paraformaldehyde, and trimethylsilyl triflate
Okuma, Kentaro,Hirose, Yoshitaka,Shioji, Kosei
, p. 438 - 439 (2007/10/03)
A novel approach toward the synthesis of 3-methylnaphthalenes is achieved by the reaction of 3-methylene-5,5-disubstituted tetrahydrofurans derived from methylenetriphenylphosphorane, 1,1-disubstituted epoxides and paraformaldehyde with trimethylsilyl trifluoromethanesulfonate in the presence of diisopropylethylamine.
Photoinduced Allylation of Aromatic Carbonyl Compounds by Allylic Stannanes
Takuwa, Akio,Tagawa, Hiroyuki,Iwamoto, Hidetoshi,Soga, Osamu,Marayuma, Kazuhiro
, p. 1091 - 1094 (2007/10/02)
irradiation of aromatic carbonyl compounds and allyl-, 2-methyl-2-propenyl, or 3-methyl-2-butenyltrimethylstannanes in acetonitrile afforded δ,γ-unsaturated alcohols as major product.A photoinduced electron transfer mechanism is proposed for the allylations.
