22394-65-6Relevant academic research and scientific papers
Reductive alkylation of γ-cyano-α,β-unsaturated ketones. A modified Robinson annulation process to α,α-disubstituted-β,γ-unsaturated cyclohexanone system
Tai,Tai Wei Ly,Wu,Shia,Liu
, p. 214 - 217 (2001)
Reductive alkylation of various 4-cyano-2-cyclohexenones, readily available from α-cyano ketones via a Robinson annulation process, gave rise to the corresponding 2,2-disubstituted-3-cyclohexenone derivatives in a completely regioselective manner. Application of this methodology resulted in an efficient synthesis of the marine natural product nanaimoal in racemic form.
A vinylogous Norrish reaction as a strategy for light-mediated ring expansion
Gorobets, Evgueni,Papatzimas, James W.,Dourado, Jorge,Yousefalizadeh, Goonay,Lee, Jingyu,Brownsey, Duncan K.,Stamplecoskie, Kevin,Davis, Rebecca,Derksen, Darren J.
supporting information, p. 2910 - 2913 (2022/03/09)
The reactions of bicyclic divinyl ketones display wavelength-dependent changes in product formation. UV irradiation results in the formation of competitive [6,3,5] and [7,3,5] tricyclic unsaturated ketones that subsequently undergo ring expansion and reaction with a range of nucleophiles. DFT calculations and transient absorption experiments were completed that are consistent with a vinylogous Type II Norrish pathway.
A modified Robinson annulation process to α,α-disubstituted-β,γ-unsaturated cyclohexanone system. Application to the total synthesis of nanaimoal
Liu, Hsing-Jang,Ly, Tai Wei,Tai, Chia-Liang,Wu, Jen-Dar,Liang, Jinn-Kwei,Guo, Jiunn-Cheh,Tseng, Nai-Wen,Shia, Kak-Shan
, p. 1209 - 1226 (2007/10/03)
4-Cyano-2-cyclohexenones were found to be susceptible to reductive alkylation reactions, giving the corresponding 2,2-disubstituted-3-cyclohexenone derivatives in a completely regioselective manner. This newly developed methodology has been successfully applied towards the total synthesis, in racemic form, of the marine natural product nanaimoal.
