Beilstein J. Org. Chem.2015,11, 200–203, doi:10.3762/bjoc.11.21
methyl cinnamate on a boron-dopeddiamond (BDD) electrode was investigated. The hydrodimer, dimethyl 3,4-diphenylhexanedioate (racemate/meso = 74:26), was obtained in 85% yield as the major product, along with small amounts of cyclic methyl 5-oxo-2,3-diphenylcyclopentane-1-carboxylate. Two new neolignan
-type products were synthesized from the hydrodimer.
Keywords: boron-dopeddiamond (BDD) electrode; cathodic reduction; electrochemistry; electrosynthesis; neolignan; Introduction
Numerous lignans and neolignans were found as secondary plant metabolites, and many of them are known to exhibit
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Graphical Abstract
Figure 1:
Expected coupling products from one-electron oxidation (left) and one-electron reduction (right) of...