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Öğe Asymmetric organocatalytic efficiency of synthesized chiral β-amino alcohols in ring-opening of glycidol with phenols(Springer Nature, 2012-04-11) Aral, Tarık; Karakaplan, Mehmet; Hoşgören, HalilA series of novel chiral β-amino alcohols 3-5 and 7-10 were synthesized by regioselective ring opening of epoxides and chiral amines with a straightforward method in high yields (up to 99 %). Kinetic resolution of racemic glycidol with phenols was achieved by using chiral amino alcohols as organocatalysts. Amino alcohols 5, 8 and 10 exhibited the highest enantioselectivities with p-cresol, phenol, and p-methoxyphenol by 63, 65, 58 % ee, respectively. The moderate enantioselectivities were observed with catalyst 9b towards all the nucleophiles (34-48 % ee). The ee values of the desired 3-aryloxy-1, 2-diols were determined by HPLC. This study presents an attractive tool for the synthesis of β-blockers and structurally complex molecules.Öğe Enantioselevtive compexation of chiral lariat crown ethers and chiral primary alkylamonum perchlorates(Turkish Journal Chemistry, 2011-02-01) Aral, Tarık; Köylü, Mehmet Zafer; Kocakaya, Şafak Özhan; Karakaplan, Mehmet; Hoşgören, HalilIn order to investigate the enantiomeric recognition abilities toward 2 chiral alkylammonium perchlorates (AmI, AmII) by 1 H-NMR titration method in CDCl 3, 4 chiral lariat ethers 8-11 with a (p-methoxyphenoxy) methyl flexible side arm were used. The most effective enantiomeric recognition was obtained by LCEs 9 and 11 toward AmII, by KR /KS 6.58 and KS /KR 6.63, respectively. The effect of macroring size, subunit of macroring, and side arm appeared to have strong influence on the binding ability of these alkylammonium ions.Öğe Synthesis of chiral amino alcohols derived from R R 1 2 diaminocyclohexane and their usage as organocatalysts for enantioselective ring opening of glycidol with phenol(Muğla Üniversitesi, 2012-10) Aral, Tarık; Karakaplan, Mehmet; Hoşgören, Halil
