1215022-30-2Relevant academic research and scientific papers
Synthesis and Catalytic Asymmetric Applications of Quinazolinol Ligands
Karakaya, Idris,Karabuga, Semistan,Mart, Mehmet,Altundas, Ramazan,Ulukanli, Sabri
, p. 1719 - 1726 (2016/05/24)
A range of chiral quinazolinol ligands were efficiently synthesized and subsequently investigated for catalytic chiral induction in both the asymmetric phenylation of aryl aldehydes and the asymmetric epoxidation of chalcones. Encouragingly, high enantioselectivities (up to 95%) and yields (up to 98%) were achieved under the optimized reaction conditions.
Synthesis of 4,4′-biquinazoline alcohols as chiral catalysts in enantioselective alkynylation of aldehydes with phenyl acetylene
Catir, Mustafa,Cakici, Murat,Karabuga, Semistan,Ulukanli, Sabri,Sahin, Ertan,Kilic, Hamdullah
experimental part, p. 2845 - 2853 (2010/04/02)
Optically active propargylic alcohols are important chiral-building blocks in asymmetric synthesis, while the asymmetric addition of a terminal alkyne to an aldehyde is one of the most important procedures to prepare these chiral-building blocks. In this work, a family of chiral 4,4′-biquinazoline alcohols has been conveniently prepared from the easily accessible (S)-2-acetoxycarboxylic acid chlorides by reaction sequences beginning with condensation and followed by key synthetic steps including chlorination, nickel(0)-mediated homocoupling, and deprotection in addition to being examined as potential ligands in the enantioselective addition of phenylacetylene to aldehydes. These chiral ligands can be combined with Ti(OiPr)4 and then used to catalyze the asymmetric addition of zinc acetylide, produced in situ by the reaction of phenylacetylene with diethylzinc, to aldehydes. The best enantiomeric excess obtained in this study was 75%.
