Asymmetric Henry reactions catalyzed by metal complexes of chiral oxazoline based ligands
TETRAHEDRON ASYMMETRY, cilt.24, ss.14-22, 2013 (SCI-Expanded)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 24
- Basım Tarihi: 2013
- Dergi Adı: TETRAHEDRON ASYMMETRY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED)
- Sayfa Sayıları: ss.14-22
- Hatay Mustafa Kemal Üniversitesi Adresli: Hayır
Özet
Chiral oxazolines have been synthesized from norephedrine and pyrrole nitrile or benzoyl chloride and
applied to the catalytic asymmetric Henry reactions of p-nitro aldehydes with nitromethane to provide
b-hydroxy nitroalkanols in high conversion (up to 92%). The reaction was then optimized in terms of
the metal, solvent, temperature, and amount of chiral ligand. The corresponding catalyst with Cu(OTf)2
and isopropanol as the solvent gave the best enantioselectivities (up to 84% ee) of the corresponding
b-nitroalkanol for p-nitrobenzaldehyde.