24242-55-5Relevant academic research and scientific papers
New chiral Schiff base as a tridentate ligand for catalytic enantioselective addition of diethylzinc to aldehydes
Tanaka, Takanori,Yasuda, Yorinobu,Hayashi, Masahiko
, p. 7091 - 7093 (2007/10/03)
We have developed new chiral Schiff base catalysts for the enantioselective addition of diethylzinc reagents to aldehydes. The reaction of benzaldehyde with diethylzinc in the presence of 1 mol % of the chiral Schiff base catalyst proceeded to afford 1-phenyl-1-propanol in 96% enantiomeric excess (ee).
Ortho-Coordinated Acylation on Phenol Systems
Sartori, Giovanni,Casnati, Giuseppe,Bigi, Franca
, p. 4371 - 4377 (2007/10/02)
The ortho-coordinated acylation of phenol salts reported in recent synthetic applications has been extensively investigated.The data obtained support the hypothesis that formation of an organized complex between the phenol salts and the acylating agents may strongly influence the reaction pathway, depending on the nature of the specific cation, phenol, and acyl chloride involved in the process.The structural factors which control the formation of the reacting complex 3 have been extensively investigated; the results obtained allow us to discuss the possibilities and limitations of this methodology in selective o-acylphenol synthesis.The present methodology is the procedure of choice for ortho-functionalization of phenols with electrophilic reagents such as phosgene, oxaloyl chlorides, polyunsaturated acid chlorides, phthalic dichlorides, and, in general, acid chlorides α-functionalized with an electron-withdrawing group.
