191470-38-9Relevant academic research and scientific papers
Water-based conditions for the microscale parallel synthesis of bicyclic lactams
Malaquin, Sandra,Jida, Mouhamad,Courtin, Justin,Laconde, Guillaume,Willand, Nicolas,Deprez, Benoit,Deprez-Poulain, Rebecca
supporting information, p. 562 - 567 (2013/02/23)
We report efficient miniaturized conditions to prepare arrays of bicyclic lactams for screening. The nature of the solvent is usually an important factor of reactivity. At a small synthesis scale, when automated pipetting devices are required, physical pr
Solvent-free microwave-assisted Meyers' lactamization
Jida, Mouhamad,Deprez-Poulain, Rebecca,Malaquin, Sandra,Roussel, Pascal,Agbossou-Niedercorn, Francine,Deprez, Benoit,Laconde, Guillaume
experimental part, p. 961 - 964 (2010/08/04)
Microwave solvent-free conditions developed for Meyers' lactamization, a typical bielectrophile-binucleophile reaction that produces quaternary centers in a stereoselective manner, give access to Meyers' chiral lactams in good yield and high diastereosele
Asymmetric synthesis of (+) and (-) trans-2,6-dimethylpiperidines
Freville, Stephanie,Bonin, Martine,Celerier, Jean-Peirre,Husson, Henri-Philippe,Lhommet, Gerard,Quirion, Jean-Charles,Thuy, Vu Moc
, p. 8447 - 8456 (2007/10/03)
(+) aid (-) trans-2,6-dimethylpiperidines 9 have been prepared from diastereomeric lactams 6 and 11, both available from (R)-(-)-phenylglycinol 4. Diastereoselective C-2 alkylation afforded oxazolidines 7 and 12. Reduction of 7 with LiAlH4 or NaBH4 led to trans-2,6-8 with total retention of configuration. When 12 was reduced with NaBH4, trans derivative 13a was isolated as the major isomer. A mechanism is proposed to explain the different results.
