70779-49-6Relevant academic research and scientific papers
Catalytic asymmetric hydrogenation of α-arylcyclohexanones and total synthesis of (-)-α-lycorane
Li, Gang,Xie, Jian-Hua,Hou, Jing,Zhu, Shou-Fei,Zhou, Qi-Lin
supporting information, p. 1597 - 1604 (2013/07/05)
An efficient catalytic asymmetric hydrogenation of racemic α-arylcyclohexanones with an ethylene ketal group at the 5-position of the cyclohexane ring via dynamic kinetic resolution has been developed, giving chiral α-arylcyclohexanols with two contiguous
Opening of aryl-substituted epoxides to form quaternary stereogenic centers: Synthesis of (-)-mesembrine
Taber, Douglass F.,He, Yigang
, p. 7711 - 7714 (2007/10/03)
Cycloalkanones are easily converted into aryl-substituted cyclic alkenes by the addition of an aryl Grignard reagent followed by dehydration. These alkenes are good substrates for asymmetric epoxidation. We have found that the addition of allylic and benzylic Grignard reagents can occur preferentially at the benzylic position of the derived epoxides to give the quaternary stereogenic center. This approach led to a short synthesis of the nanomolar serotonin re-uptake inhibitor (-)-mesembrine.
Synthesis of Sceletium and Amaryllidaceae Alkaloids, (+/-)-Mesembrine and (+/-)-Dihydromaritidine, (+/-)-Epidihydromaritidine, (+/-)-Elwesine, and (+/-)-Epielwesine
Hoshino, Osamu,Sawaki, Shohei,Shimamura, Naomi,Onodera, Akira,Umezawa, Bunsuke
, p. 2734 - 2743 (2007/10/02)
The alkylation of 2-arylcyclohexanones (12b and 6) with alkyl halides or acrylonitrile and 50percent aq. sodium hydroxide in the presence of a phase-transfer catalyst (18-crown-6) was found to give readily 2-alkyl-2-arylcyclohexanones (14 and 16) in fair
