Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products
Taiki Kojima, Rika Obata, Tsuyoshi Saito and 2 more
Beilstein Journal of Organic Chemistry · 2015
doi:10.3762/bjoc.11.21 (opens in a new tab)
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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.
Abstract licence: CC BY
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