219703-65-8Relevant articles and documents
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).
Enantioselective Trimethylsilylcyanation of Some Aldehydes Catalyzed by Chiral Schiff Base-Titanium Alkoxide Complexes
Hayashi, Masahiko,Miyamoto, Yasunori,Inoue, Tetsuya,Oguni, Nobuki
, p. 1515 - 1522 (2007/10/02)
A variety of aldehydes (aromatic, heteroaromatic, α,β-unsaturated, and nonconjugate aliphatic aldehydes) has been trimethylsilylcyanated in highly enantiomeric excess (ee) with a catalyst prepared in situ from titanium tetraisopropoxide and chiral Schiff bases.A remarkable rate enhancement was brought about by the addition of the Schiff base into the titanium alkoxide mediated silylcyanation of aldehydes.The chemical structure of chiral Schiff base-titanium alkoxide complexes is discussed based on their 13C NMR spectra, field desorption (FD) mass spectra, and molecular weights.