5183-41-5Relevant academic research and scientific papers
Enantioselective Synthesis of Quaternary Carbon Stereogenic Centers through the Primary Amine-Catalyzed Michael Addition Reaction of α-Substituted Cyclic Ketones at High Pressure
Horinouchi, Ryo,Kamei, Kouhei,Watanabe, Riki,Hieda, Nobushige,Tatsumi, Naoki,Nakano, Keiji,Ichikawa, Yoshiyasu,Kotsuki, Hiyoshizo
, p. 4457 - 4463 (2015)
The enantioselective Michael addition reaction of α-substituted cyclic ketones with acrylates was efficiently promoted by a primary amine chiral catalyst under high-pressure conditions (1.0 GPa) in tetrahydrofuran. This method was highly successful for the construction of an all-carbon-substituted quaternary-carbon stereogenic center at the α-position of cyclic ketones in high enantiomeric excess, and could be conveniently applied to the formal synthesis of (+)-aspidospermidine. The Michael addition reaction of α-substituted cyclic ketones was efficiently promoted by a primary amine-based organocatalyst under high-pressure conditions (1.0 GPa) in tetrahydrofuran.
