title: Catalytic asymmetric C-N bond formation: phosphine-catalyzed intra- and intermolecular γ-addition of nitrogen nucleophiles to allenoates and alkynoates.
abstract: Pin the amine on the gamma: A new method has been developed for the γ-addition of nitrogen nucleophiles to γ-substituted alkynoates or allenoates through intra- and intermolecular processes that are catalyzed by spirophosphine 1. An asymmetric version of this reaction affords enantioenriched pyrrolidines, indolines, and γ-amino-α,β-unsaturated carbonyl compounds.
authors: Division of Chemistry and Chemical Engineering, California, Institute of Technology, Pasadena, CA 91125, USA.
authors: Rylan J
authors: RJ
authors: Lundgren
authors: Ashraf
authors: A
authors: Wilsily
authors: Nicolas
authors: N
authors: Marion
authors: Cong
authors: C
authors: Ma
authors: Ying Kit
authors: YK
authors: Chung
authors: Gregory C
authors: GC
authors: Fu
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis*; D010720:Phosphines / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D000480:Alkynes; D000577:Amides; D007211:Indoles; D010720:Phosphines; D011759:Pyrrolidines; C025947:propadiene; C044646:phosphine