1220126-45-3Relevant academic research and scientific papers
Nickel-Catalyzed Desymmetric Hydrogenation of Cyclohexadienones: An Efficient Approach to All-Carbon Quaternary Stereocenters
You, Cai,Li, Xiuxiu,Gong, Quan,Wen, Jialin,Zhang, Xumu
, p. 14560 - 14564 (2019)
Nickel-catalyzed desymmetric hydrogenation has been achieved. With the Ni(OTf)2/(S,S)-Ph-BPE system, a series of ?,?-disubstituted cyclohexadienones were transformed to the corresponding cyclohexenones with a chiral all-carbon quaternary center at the γposition in high yields (92-98%) and excellent enantioselectivities (92%-99% ee). This catalytic system can also tolerate the desymmetric reaction of spirocarbocyclic cyclohexadienones to produce the corresponding cyclohexenones bearing a chiral spiro quaternary carbon with high yields (94%-98%) and ee values (96%-99% ee). Furthermore, this methodology provides an efficient and concise synthetic route to the intermediate of natural products cannabispirenones A and B.
Asymmetric Induction at Remote Quaternary Centers of Cyclohexadienones by Rhodium-Catalyzed Conjugate Hydrosilylation
Naganawa, Yuki,Kawagishi, Mayu,Ito, Jun-Ichi,Nishiyama, Hisao
, p. 6873 - 6876 (2016/06/13)
The enantioselective desymmetrizing conjugate hydrosilylation of prochiral differently γ,γ-disubstituted cyclohexadienone derivatives 2 to furnish the corresponding cyclohexenones 4 with a remote chiral all-carbon quaternary center at the γ position is de
A new powerful strategy for the organocatalytic asymmetric construction of a quaternary carbon stereogenic center
Lnokoishi, Yogo,Sasakura, Niiha,Nakano, Keiji,Ichikawa, Yoshiyasu,Kotsuki, Hiyoshizo
body text, p. 1616 - 1619 (2010/06/17)
(Figure Presented) A new method for chiral diamine-catalyzed Robinson-type annulation was developed to construct cyclohexenone derivatives bearing a quaternary carbon stereogenic center at the 4-position in high enantiomeric excess. This method was successfully applied to the short synthesis of (+)-sporochnol A.
