2258-59-5Relevant academic research and scientific papers
Regioselective palladium-catalysed coupling reactions of vinyl chlorides with carbon nucleophiles
Reetz, Manfred T.,Wanninger, Klaus,Hermes, Marcus
, p. 535 - 536 (1997)
Vinyl chlorides bearing methyl groups in the 2-position can be activated catalytically by palladium(0)-complexes of 1,4-bis(dicyclohexylphosphino)butane, the process involving vinyl-allyl isomerization via CH-activation followed by nucleophilic attack of
Electrophilic Bromolactonization of Cyclopropyl Carboxylic Acids Using Lewis Basic Sulfide Catalyst
Ke, Zhihai,Wong, Ying-Chieh,See, Jie Yang,Yeung, Ying-Yeung
supporting information, p. 1719 - 1724 (2016/06/09)
A highly facile and efficient electrophilic bromolactonization of cyclopropylcarboxylic acids could be effected by a Lewis basic sulfide catalyst. Mechanistic studies performed revealed that the cyclopropane substrates could undergo radical bromination upon exposure to light, yielding a mixture of regioisomers. In stark contrast, the Lewis basic sulfide catalyst could promote the electrophilic bromolactonization and yield the Markovnikov product exclusively.
Asymmetric bromolactonization using amino-thiocarbamate catalyst
Zhou, Ling,Tan, Chong Kiat,Jiang, Xiaojian,Chen, Feng,Yeung, Ying-Yeung
supporting information; experimental part, p. 15474 - 15476 (2011/02/21)
A novel amino-thiocarbamate-catalyzed bromolactonization of unsaturated carboxylic acids has been developed. The scope of the reaction is evidenced by 22 examples of γ-lactones with up to 99% yield and 93% ee. The protocol was applied in the enantioselective synthesis of the key intermediates of VLA-4 antagonists.
Photochemical Hydroformylation with Cobalt Catalysts in Methanol
Mirbach, Manfred J.,Topalsavoglou, Nikolaos,Phu, Tuyet Nhu,Mirbach, Marlis F.,Saus, Alfons
, p. 1422 - 1440 (2007/10/02)
The photochemical hydroformylation of 1-octene with cobalt/phosphane complexes in methanol leads under mild conditions (80 deg C, 80 bar CO/H2) with >= 90percent selectivity to linear aldehydes.The reaction rate increases with temperature (Ea = 5 - 6 kcal/mol) and synthesis gas pressure, and is nearly independent of the cobalt source, e.g.Co(OAc)2, Co2(CO)8, or Co2(CO)6(PBu3)2.At low pressures hydroesterification is the preferred photoreaction of 1-octene.Isoprene reacts under similar conditions to give unsaturated oxoproducts and linear isoprene dimers.With unmodified octacarbonyldicobalt the hydroformylation of internal olefins is enhanced by UV light, but not the reaction of terminal olefins or dienes.UV irradiation of cobalt acetate under hydroformylation conditions leads to rapid reduction of the Co(II) species, thus decreasing the induction period from ca. 15 h (without irradiation) to ca. 30 min.
