430461-68-0Relevant academic research and scientific papers
Removal of the chiral inductor from phenylglycinol-derived tricyclic lactams. Unexpected generation of chiral trans-hydrochromene lactones
Griera, Rosa,Pinto, Alexandre,Fabregat, Robert,Cots, èric,Bosch, Joan,Amat, Mercedes
, p. 335 - 339 (2018/05/22)
In the search for synthetic routes for the preparation of cis- and trans- decahydroquinolin-2- ones, a procedure for the generation of enantiopure trans-hydrochromene lactones, by treatment of (R)- phenylglycinol-derived oxazoloquinolone lactams with Na/l
Dynamic kinetic resolution and desymmetrization processes: A straightforward methodology for the enantioselective synthesis of piperidines
Amat, Mercedes,Bassas, Oriol,Llor, Nuria,Canto, Margalida,Perez, Maria,Molins, Elies,Bosch, Joan
, p. 7872 - 7881 (2007/10/03)
A straightforward procedure for the synthesis of enantiopure polysubstituted piperidines is reported. It involves the direct generation of chiral non-racemic oxazolo[3,2-a]piperidone lactams that already incorporate carbon substituents on the heterocyclic ring and the subsequent removal of the chiral auxiliary. The key step is a cyclocondensation reaction of (R)-phenylglycinol or other amino alcohols with racemic or prochiral δ-oxo (di)acid derivatives in highly stereoselective processes involving dynamic kinetic resolution and/or desymmetrization of diastereotopic or enantiotopic ester groups.
