title: N-silyl-tethered radical cyclizations: a new synthesis of gamma-amino alcohols.
abstract: [reaction: see text] Various allylic and propargylic amines bearing a protecting group (PG) have been employed in N-silyl-tethered radical cyclizations. The resulting silapyrrolidine adducts could be smoothly oxidized, creating access to gamma-amino alcohols. The silylation, radical cyclization, and oxidation reactions could be consolidated in a one-pot process.
authors.affiliation: Laboratoire de Chimie Organique, UMR CNRS 7611, Université Pierre et Marie Curie, Case 229, 4 place Jussieu, 75252 Paris Cedex 05, France.
authors.forename: Christophe
authors.initials: C
authors.lastname: Blaszykowski
authors.forename: Anne-Lise
authors.initials: AL
authors.lastname: Dhimane
authors.forename: Louis
authors.initials: L
authors.lastname: Fensterbank
authors.forename: Max
authors.initials: M
authors.lastname: Malacria
mesh_terms: D000499:Allylamine / Q000737:chemistry; D000605:Amino Alcohols / Q000138:chemical synthesis*; D003500:Cyclization; D017646:Organosilicon Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D011759:Pyrrolidines / Q000737:chemistry
chemical_list: D000605:Amino Alcohols; D017646:Organosilicon Compounds; D011759:Pyrrolidines; D000499:Allylamine