title: Highly enantioselective Rh-catalyzed carboacylation of olefins: efficient syntheses of chiral poly-fused rings.
abstract: Here we report the first highly enantioselective Rh-catalyzed carboacylation of olefins via C-C bond activation of benzocyclobutenones. Good yields and excellent enantioselectivities (92-99% ee, 14 examples) were obtained for substrates with various steric and electronic properties. In addition, fully saturated poly-fused rings were prepared from the carboacylation products through a challenging catalytic reductive dearomatization approach. These investigations provide a distinct way to prepare chiral carbon frameworks that are nontrivial to access with conventional methods.
authors.affiliation: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, United States.
authors.forename: Tao
authors.initials: T
authors.lastname: Xu
authors.forename: Haye Min
authors.initials: HM
authors.lastname: Ko
authors.forename: Nikolas A
authors.initials: NA
authors.lastname: Savage
authors.forename: Guangbin
authors.initials: G
authors.lastname: Dong
mesh_terms: D000215:Acylation; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D003503:Cyclobutanes; D009942:Organometallic Compounds; C553737:cyclobutenone; D012238:Rhodium