1.
Angew Chem Int Ed Engl
; 55(46): 14257-14261, 2016 11 07.
Artículo
en Inglés
| MEDLINE
| ID: mdl-27736046
RESUMEN
The first example of organocatalyzed γ'-selective functionalization of cyclic enones with 3-substituted maleimides results in the stereoselective construction quaternary carbon center is presented. The reactions provided γ'-functionalized cyclic enones and ß-functionalized cyclopentenones in good to excellent yields with excellent diastereo- and enantioselectivities. DFT calculations indicated that the reaction might proceed as a [4+2] cycloaddition/retro-Mannich reaction which could explain the unexpected product with a chiral quaternary carbon center and the excellent stereoselectivity.