title: Lewis acid-catalyzed regioselective synthesis of chiral α-fluoroalkyl amines via asymmetric addition of silyl dienolates to fluorinated sulfinylimines.
abstract: A tunable and highly regio- and diastereoselective addition of acyclic silyl dienolates 2 to several α-fluoroalkyl sulfinylimines 1 was developed. By appropriate choice of the Lewis acid catalyst, two new chiral α-fluoroalkyl amines 3 and 4 were obtained in good yields and excellent diastereoselectivities (up to >99 : 1 dr), respectively.
authors.affiliation: College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Road, Shanghai 201620, China.
authors.forename: Yingle
authors.initials: Y
authors.lastname: Liu
authors.forename: Jiawang
authors.initials: J
authors.lastname: Liu
authors.forename: Yangen
authors.initials: Y
authors.lastname: Huang
authors.forename: Feng-Ling
authors.initials: FL
authors.lastname: Qing
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry*
chemical_list: D000588:Amines; D007097:Imines; D058116:Lewis Acids; D010080:Oxazoles; D013457:Sulfur Compounds