15898-52-9Relevant academic research and scientific papers
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
, p. 200 - 203 (2015)
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.
Stereoselective hydrocoupling of [(1R)-exo]-3-exo-(diphenylmethyl)bornyl cinnamates by electroreduction
Kise, Naoki,Iwasaki, Keisuke,Tokieda, Naohiko,Ueda, Nasuo
, p. 3241 - 3244 (2007/10/03)
Equation presented The chiral auxiliary [(1R)-exo]-3-exo-(diphenylmethyl)borneol, synthesized from (1R)-(+)-camphor in three steps, was highly effective for the stereoselective hydrocoupling of its cinnamates by electroreduction. From the resulting hydrod
Reductive Rearrangement of 4-Phenyl-1,3-dioxans to 2-Phenylbutane-1,4-diols upon Treatment with Sodium-Potassium Alloy
Bailey, William F.,Cioffi, Eugene A.
, p. 155 - 156 (2007/10/02)
Reduction of 4-phenyl-1,3-dioxan with Na-K alloy affords 2-phenylbutane-1,4-diol as the major product along with smaller amounts of 3-phenylpropan-1-ol and 3,4-diphenylhexane-1,6-diols.
PHOTOINDUCED OXIDATIVE CLEAVAGE OF ARYLCYCLOPROPANES IN THE PRESENCE OF ORGANIC ELECTRON-ACCEPTOR
Mizuno, Kazuhiko,Ogawa, Jun,Otsuji, Yoshio
, p. 741 - 744 (2007/10/02)
The cyclopropane ring of arylcyclopropanes is oxidatively cleaved by irradiation in polar solvents containing nucleophiles such as alcohols, water, and sodium cyanide in the presence of electron-acceptor such as 1,4-dicyanobenzene and 1-cyanonaphthalene, giving nucleophile-incorporated products.This photoreaction proceeds via an electron-transfer from the cyclopropanes to the excited electron-acceptors, and the cation radicals of arylcyclopropanes are involved as key intermediates.
