title: Stereoselective access to heteroarylmethylene-substituted pyrrolidines: fully organocatalytic Mannich-hydroamination reactions.
abstract: A one-pot sequence of organocatalytic transformations delivers heteroarylmethylene-substituted pyrrolidines with high stereo- and enantioselectivity. A Mannich coupling of N-heteroarylalkyne aldehydes with aldimine and an original metal-free hydroamination of the resulting adducts are the key transformations of the process delivering highly functionalized molecules with high potential for synthetic applications.
authors: Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen, CNRS UMR, 6 boulevard du Marechal Juin, 14050 Caen, France.
authors: Alexandre
authors: A
authors: Jean
authors: Jérôme
authors: J
authors: Blanchet
authors: Jacques
authors: J
authors: Rouden
authors: Jacques
authors: J
authors: Maddaluno
authors: Michaël
authors: M
authors: De Paolis
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000586:Amination; D002384:Catalysis; D007097:Imines / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D007097:Imines; D011759:Pyrrolidines; D008697:Methane