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.
| Original language | English |
|---|---|
| Pages (from-to) | 200-203 |
| Number of pages | 4 |
| Journal | Beilstein Journal of Organic Chemistry |
| Volume | 11 |
| DOIs | |
| Publication status | Published - 2015 Feb 3 |
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Keywords
- Boron-doped diamond (BDD) electrode
- Cathodic reduction
- Electrochemistry
- Electrosynthesis
- Neolignan
ASJC Scopus subject areas
- Organic Chemistry
Cite this
Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products. / Kojima, Taiki; Obata, Rika; Saito, Tsuyoshi; Einaga, Yasuaki; Nishiyama, Shigeru.
In: Beilstein Journal of Organic Chemistry, Vol. 11, 03.02.2015, p. 200-203.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products
AU - Kojima, Taiki
AU - Obata, Rika
AU - Saito, Tsuyoshi
AU - Einaga, Yasuaki
AU - Nishiyama, Shigeru
PY - 2015/2/3
Y1 - 2015/2/3
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.
AB - 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.
KW - Boron-doped diamond (BDD) electrode
KW - Cathodic reduction
KW - Electrochemistry
KW - Electrosynthesis
KW - Neolignan
UR - http://www.scopus.com/inward/record.url?scp=84961289940&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84961289940&partnerID=8YFLogxK
U2 - 10.3762/bjoc.11.21
DO - 10.3762/bjoc.11.21
M3 - Article
AN - SCOPUS:84961289940
VL - 11
SP - 200
EP - 203
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 1860-5397
ER -