89393-74-8Relevant articles and documents
An Adverse Effect of Higher Catalyst Loading and Longer Reaction Time on Enantioselectivity in an Organocatalytic Multicomponent Reaction
Khopade, Tushar M.,Mete, Trimbak B.,Arora, Jyotsna S.,Bhat, Ramakrishna G.
supporting information, p. 6036 - 6040 (2018/04/27)
An enantioselective organocatalytic multicomponent reaction of aldehydes, ketones, and Meldrum's acid has been developed. A cinchona-based primary amine (1 mol %) catalyses the multicomponent reaction via the formation of the Knoevenagel product and a chiral enamine to form enantiopure δ-keto Meldrum's acids in a tandem catalytic pathway. An adverse effect of higher catalyst loading and longer reaction time on enantioselectivity was studied. This mild protocol provides an easy access to enantiopure carboxylic acids, esters and amides and the method is scalable on a gram quantity. DFT calculations were carried out on the proposed reaction mechanism and they were in close agreement with the experimental results.
Highly enantioselective organocatalytic conjugate addition of malonates to acyclic α,β-unsaturated enones
Halland, Nis,Aburel, Pompiliu S.,Jorgensen, Karl Anker
, p. 661 - 665 (2007/10/03)
An imidazolidine easily prepared from phenylalanine is the catalyst for the highly enantioselective Michael addition shown. A great diversity of α,β-unsaturated enones was transformed with excellent enantioselectivities. The scope of the reaction is furth
Chiral Spirocyclic (Z)-5-Arylmethylene-1,3-oxazine-4,6-diones, New Chiral Heterodienes
Sato, Masayuki,Kitazawa, Noritaka,Nagashima, Shinya,Kaneko, Chikara,Inoue, Naoko,Furuya, Toshio
, p. 7271 - 7278 (2007/10/02)
A series of (Z)-5-arylmethylene-1,3-oxazine-4,6-diones was synthesized in enantiomerically pure form and found to serve as the attractive alternatives of 6-arylmethylene-1,4-oxazepane-5,7-diones.