6597-59-7Relevant academic research and scientific papers
ZnI2/NaCNBH3 as an Efficient Reagent for Regioselective Ring Opening of the Benzylic Epoxide Moiety
Finkielsztein,Aguirre,Lantano,Alesso,Moltrasio Iglesias
, p. 895 - 901 (2007/10/03)
In the presence of zinc iodide, sodium cyanoborohydride was found to produce regioselective ring opening of benzylic epoxides in mild reaction conditions.
The scope of catalytic asymmetric hydroboration/oxidation with rhodium complexes of 1,1'-(2-diarylphosphino-1-naphthyl)isoquinolines
Doucet, Henri,Fernandez, Elena,Layzell, Timothy P.,Brown, John M.
, p. 1320 - 1330 (2007/10/03)
Preformed cationic Rh complexes of the title ligands are effective for the asymmetric hydroboration/oxidation of vinylarenes at ambient temperature. These vinylarenes may carry E- or Z-β substituents but not a substituents. Enantiomer excesses of up to 97% can be obtained in the most favourable cases. The enantioselectivity is moderately sensitive to the structure of the ligand: the difurylphosphino ligand gave superior results for electron-poor styrenes and the diphenylphosphino ligand the best results for electron-rich reactants. Mechanistic aspects are discussed.
Aromatic β-silylethenylation reactions via organogallium compounds
Kido, Yoshiyuki,Yoshimura, Satoru,Yamaguchi, Masahiko,Uchimaru, Tadafumi
, p. 1445 - 1458 (2007/10/03)
In the presence of GaCl3, silylethyne reacted electrophilically with aromatic hydrocarbons to give β-silylethenylated arenes. The reaction proceeded via cationic species generated by the interaction of GaCl3 and silylethyne. High reactivity of the intermediate was demonstrated by the rapid reaction rate at -78 °C using close to the equimolar amount of the substrates. ipso-Substitution reaction took place with 1,2,3- trimethoxybenzene. Structures and properties of several organogallium compounds involved in the reactions are discussed.
