The first stereoselective free radical coupling of a phenylpropenoidic phenolic compound is reported. The oxidation of a chiral ferulic acid amide to give dimeric benzofuranic neolignan is performed enzymatically using horseradish peroxidase as the catalyst. Enantiomeric excess in a biologically active compound with phenylcoumaran skeleton (β-5 dimer) is thus obtained
Bolzacchini, E., Brunow, G., Meinardi, S., Orlandi, M., Rindone, B., Rummakko, P., et al. (1998). Enantioselective synthesis of a benzofuranic neolignan by oxidative coupling. TETRAHEDRON LETTERS, 39(20), 3291-3294 [10.1016/S0040-4039(98)00473-0].
Enantioselective synthesis of a benzofuranic neolignan by oxidative coupling
BOLZACCHINI, EZIO;ORLANDI, MARCO EMILIO;RINDONE, BRUNO;
1998
Abstract
The first stereoselective free radical coupling of a phenylpropenoidic phenolic compound is reported. The oxidation of a chiral ferulic acid amide to give dimeric benzofuranic neolignan is performed enzymatically using horseradish peroxidase as the catalyst. Enantiomeric excess in a biologically active compound with phenylcoumaran skeleton (β-5 dimer) is thus obtained
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