title: Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.
abstract: Substituted allylic amines and their derivatives are key structural motifs of many drug molecules and natural products. A general, mild, and practical palladium-catalyzed γ-arylation of tertiary allylic amines, one of the most challenging Heck arylation substrates, has been developed. The γ-arylation products were obtained in excellent regio- and stereoselectivity. Moreover, novel and potent adenylyl cyclase inhibitors with the potential for treating neuropathic and inflammatory pain have been identified from the γ-arylation products.
authors: Department of Chemistry and Center for Cancer Research and ‡Department of Medicinal Chemistry & Molecular Pharmacology, Purdue University , West Lafayette, Indiana 47907, United States.
authors: Zhishi
authors: Z
authors: Ye
authors: Tarsis F
authors: TF
authors: Brust
authors: Val J
authors: VJ
authors: Watts
authors: Mingji
authors: M
authors: Dai
mesh_terms: D000067956:Adenylyl Cyclase Inhibitors; D000498:Allyl Compounds / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000067956:Adenylyl Cyclase Inhibitors; D000498:Allyl Compounds; D000588:Amines; D010165:Palladium