A. Demir, Z. Caliskan, E. Şahin
Mar 1, 2007
Citations
0
Influential Citations
5
Citations
Journal
Journal of Molecular Catalysis B-enzymatic
Abstract
Abstract The chemoenzymatic synthesis of both of the enantiomers of pharmacologically interesting compounds such as 4,5,6,7-tetrahydro-4-oxo-benzofuran-5-yl acetate (2a), 4,5,6,7-tetrahydro-4-oxo-6,6-dimethylbenzofuran-5-yl acetate (2b), and their hydroxy derivatives 3a, 3b, 1-benzyl-4,5,6,7-tetrahydro-4-oxo-1(H)-indol-5-yl acetate (5), starting from 6,7-dihydrobenzofuran-4(5H)-one (1a), 6,7-dihydro-6,6-dimethylbenzofuran-4(5H)-one (1b), and 1-benzyl-6,7-dihydro-1H-indol-4(5H)-one (4) are reported. Manganese(III) acetate-mediated acetoxylation followed by the enzyme-mediated kinetic resolution of α′-acetoxy enone provides acetoxy and hydroxy derivatives in good yields and high enantiomeric excesses.