Organocatalytic and enantioselective synthesis of beta-(hydroxyalkyl)-gamma-butyrolactones.
Organocatalytic cross-aldol reaction of methyl 4-oxobutyrate (2) and a variety of aldehydes 3 followed by reduction with NaBH(4) has provided a one-pot, general and efficient method for the synthesis of 4-(hydroxyalkyl)-gamma-butyrolactones 1 with high diastereo-(dr > 24:1) and enantioselectivity (ee > 99%).
Hajra
Saumen
S
Department of Chemistry, Indian Institute of Technology, Kharagpur, India. shajra@chem.iitkgp.ernet.in
Giri
Aswini Kumar
AK
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D015107:4-Butyrolactone