62596-10-5Relevant articles and documents
D-Aminoacylase-initiated cascade Aldol condensation/Robinson annulation for synthesis of substituted cyclohex-2-enones from simple aldehydes and acetone
Xiang, Ziwei,Liang, Yiru,Chen, Xiang,Wu, Qi,Lin, Xianfu
, p. 1929 - 1937 (2014/08/05)
As an important building block, developing efficient and green synthesis strategy of cyclohex-2-enones is of great importance. In this present work, a general approach to the mild synthesis of substituted cyclohex-2-enones derivatives starting fro m simple aldehydes and acetone have been achieved via D-aminoacylase-initiated Aldol condensation/Robinson annulation cascade reaction using imidazole as an additive in organic media. The influences of reaction conditions including solvents, enzyme concentration, additives type, molar ratio of enzyme to additive, and substrate scopes were systematically investigated. Furthermore, some experiments were designed to explore the catalytic roles of D-aminoacylase and imidazole in the multistep cascade process, and one possible mechanism was proposed.
L-Lysine/imidazole-catalyzed multicomponent cascade reaction: Facile synthesis of C5-substituted 3-methylcyclohex-2-enones
Xiang, Ziwei,Liu, Zhiqiang,Liang, Yiru,Wu, Qi,Lin, Xianfu
, p. 997 - 1002 (2013/09/02)
A facile and simple route for the direct preparation of substituted 3-methylcyclohex-2-enone via Aldol-Robinson cascade reaction of aldehydes and acetones catalyzed by the new catalytic system of L-lysine/imidazole in n-heptane with 0.5% water was reporte
Organocatalyst-mediated aldolrobinson cascade reactions: A convenient synthesis of substituted cyclohex-2-enones
Wang, Li,Gong, Qing-Ping,Liu, Xiao-Jun,Li, Yong-Hong,Huang, Ping,Wang, Bi-Qin,Zhao, Ke-Qing
supporting information; experimental part, p. 138 - 139 (2011/04/15)
A convenient organocatalytic process for the chemoselective synthesis of substituted cyclohex-2-enones was developed. The cascade reaction involves a remarkable Michael addition of an acyclic ketone-based enamine onto unmodified enones. The enamine-mediated aldolRobinson cascade reactions of aromatic and aliphatic aldehydes with acetone produced substituted cyclohex-2-enones in moderate to high yields under mild reaction conditions.