title: Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products.
abstract: 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.
authors: Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1 Kohoku-ku, Yokohama 223-8522, Japan.
authors: Taiki
authors: T
authors: Kojima
authors: Research and Education Center for Natural Sciences, Keio University, Hiyoshi 4-1-1 Kohoku-ku, Yokohama 223-8521, Japan.
authors: Rika
authors: R
authors: Obata
authors: International Institute for Integrative Sleep Medicine, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8577, Japan ; Japan Science and Technology Agency (JST), CREST, Hiyoshi 3-14-1, Yokohama 223-8522, Japan.
authors: Tsuyoshi
authors: T
authors: Saito
authors: Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1 Kohoku-ku, Yokohama 223-8522, Japan ; Japan Science and Technology Agency (JST), CREST, Hiyoshi 3-14-1, Yokohama 223-8522, Japan.
authors: Yasuaki
authors: Y
authors: Einaga
authors: Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1 Kohoku-ku, Yokohama 223-8522, Japan ; Japan Science and Technology Agency (JST), CREST, Hiyoshi 3-14-1, Yokohama 223-8522, Japan.
authors: Shigeru
authors: S
authors: Nishiyama
keywords: boron-doped diamond (BDD) electrode; cathodic reduction; electrochemistry; electrosynthesis; neolignan