title: Enantioselective desymmetrization via carbonyl-directed catalytic asymmetric hydroboration and Suzuki-Miyaura cross-coupling.
abstract: The rhodium-catalyzed enantioselective desymmetrization of symmetric γ,δ-unsaturated amides via carbonyl-directed catalytic asymmetric hydroboration (directed CAHB) affords chiral secondary organoboronates with up to 98% ee. The chiral γ-borylated products undergo palladium-catalyzed Suzuki-Miyaura cross-coupling via the trifluoroborate salt with stereoretention.
authors: Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588, United States.
authors: Gia L
authors: GL
authors: Hoang
authors: Zhao-Di
authors: ZD
authors: Yang
authors: Sean M
authors: SM
authors: Smith
authors: Rhitankar
authors: R
authors: Pal
authors: Judy L
authors: JL
authors: Miska
authors: Damaris E
authors: DE
authors: Pérez
authors: Libbie S W
authors: LS
authors: Pelter
authors: Xiao Cheng
authors: XC
authors: Zeng
authors: James M
authors: JM
authors: Takacs
mesh_terms: D000577:Amides / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D003432:Cross-Linking Reagents; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001896:Boron Compounds; D003432:Cross-Linking Reagents; D010165:Palladium; D012238:Rhodium
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