1194476-54-4Relevant academic research and scientific papers
Organocatalytic Asymmetric Addition of Aromatic α-Cyanoketones to o-Quinone Methides: Synthesis of 3,4-Dihydrocoumarins and Tetrasubstituted Chromans
Gharui, Chandan,Parida, Chandrakanta,Pan, Subhas Chandra
, p. 13071 - 13081 (2021/09/20)
The first organocatalytic asymmetric addition of aromatic α-cyanoketones to in situ-generated o-quinone methides has been developed. The products 3,4-dihydrocoumarin and tetrasubstituted chroman were obtained via addition of aromatic α-cyanoketones to in
Asymmetric conjugate additions to 1,1′-diactivated cyclic enones-a comparative study
Tang, Xiaoping,Blake, Alexander J.,Lewis, William,Woodward, Simon
experimental part, p. 1881 - 1891 (2010/02/27)
A study of copper-phosphoramidite-catalysed ZnR2 and AlR3 additions to 1,1′-dicarbonyl-activated cyclic Michael acceptors has revealed high enantioselectivities for AlR3 (R = Me, Et) 1,4-addition to a range of 3-acylcoumarins (85-98% ee, trans:cis ～90:10) using commercial or readily available ligands. Large substituents at the 6-position, and to some extent at the 5-position, of the coumarin are less well tolerated, nor is truncation of the coumarin motif to a comparable 2-acylcyclohexenone (ee values up to 78%).
