title: Enantioselective rhodium-catalyzed isomerization of 4-iminocrotonates: asymmetric synthesis of a unique chiral synthon.
abstract: An enantioselective isomerization of 4-iminocrotonates catalyzed by a rhodium(I)/phosphoramidite complex is described. This reaction uses widely available amines to couple with 4-oxocrotonate to provide a convenient access to a central chiral building block in good yield and high enantioselectivity. Although the mechanism of this new transformation remains unclear, both Rh and the phosphoramidite play a central role.
authors.affiliation: Department of Chemistry, Colorado State University , Fort Collins, Colorado 80523, United States.
authors.forename: Wen-Zhen
authors.initials: WZ
authors.lastname: Zhang
authors.forename: John C K
authors.initials: JC
authors.lastname: Chu
authors.forename: Kevin M
authors.initials: KM
authors.lastname: Oberg
authors.forename: Tomislav
authors.initials: T
authors.lastname: Rovis
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D003437:Crotonates / Q000737:chemistry*; D003500:Cyclization; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D003437:Crotonates; D011758:Pyrroles; C013231:pyrroline; D012238:Rhodium