1315580-24-5Relevant academic research and scientific papers
Microwave-assisted synthesis of guanidine organocatalysts bearing a tetrahydroisoquinoline framework and their evaluation in Michael addition reactions
Naicker, Tricia,Arvidsson, Per I.,Kruger, Hendrik G.,Maguire, Glenn E. M.,Govender, Thavendran
, p. 3331 - 3337 (2012)
The simple and practical syntheses of chiral guanidine organocatalysts and their evaluation in the asymmetric Michael addition reaction of malonates and β-keto esters with nitro-olefins is reported. These organocatalysts are the first of their kind based on a tetrahydroisoquinoline framework. In addition, a microwave-assisted procedure for introducing the guanidine unit onto amino amide derivatives is reported. The chiral products were obtained with quantitative chemical efficiency (up to 99 % yield) and excellent enantioselectivity (up to 97 % ee). Copyright
Tether-free immobilized bifunctional squaramide organocatalysts for batch and flow reactions
Kardos, Gyoergy,Soos, Tibor
supporting information, p. 4490 - 4494 (2013/07/26)
This paper describes the preparation of highly efficient, easily accessible, and robust immobilized bifunctional organocatalysts. There was no need to employ any tether to secure high enantio- and diastereoselectivities in various Michael addition reactions. The synthetically useful Michael adducts were obtained within reasonable reaction times with the advantage of easy product isolation and the possibility of automation by using a flow chemistry apparatus. Easily accessible, robust, and cheap immobilized organocatalysts are developed and used to prepare Michael adducts in excellent yields with excellent enantioselectivities, even on the gram scale. Copyright
Chiral 2-aminobenzimidazoles as recoverable organocatalysts for the addition of 1,3-dicarbonyl compounds to nitroalkenes
Almasi, Diana,Alonso, Diego A.,Gomez-Bengoa, Enrique,Najera, Carmen
supporting information; experimental part, p. 6163 - 6168 (2009/12/24)
(Chemical Equation Presented) Chiral trans-cyclohexanediamine-benzimidazole organocatalysts promote the conjugate addition of a wide variety of 1,3-dicarbonyl compounds such as malonates, ketoesters, and 1,3-diketones to nitroolefins in the presence of TF
