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. The HRP-catalyzed enantioselective oxidative phenol coupling of a ferulic acid amide is reported. Ethyl-S-alaninate is the chiral auxiliary.

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