TY - JOUR A1 - Kojima, Taiki A1 - Obata, Rika A1 - Saito, Tsuyoshi A1 - Einaga, Yasuaki A1 - Nishiyama, Shigeru T1 - Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products JF - Beilstein Journal of Organic Chemistry PY - 2015/// VL - 11 SP - 200 EP - 203 SN - 1860-5397 DO - 10.3762/bjoc.11.21 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.11.21 KW - boron-doped diamond (BDD) electrode KW - cathodic reduction KW - electrochemistry KW - electrosynthesis KW - neolignan N2 - The electroreduction reaction of methyl cinnamate on a boron-doped diamond (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. ER -