title: An organocatalyst bearing stereogenic carbon and sulfur centers as an efficient promoter for enantioselective hydrosilylation of 1,4-benzooxazines.
abstract: The efficient and enantioselective hydrosilylation of 3-aryl-1,4-benzooxazines was achieved using an l-phenyl alanine derived new Lewis base catalyst bearing stereogenic carbon and sulfur centers. In the presence of 2 mol % of catalyst, a broad range of 3-aryl-1,4-benzooxazines were hydrosilylated to afford the corresponding chiral 3-aryl-3,4-dihydro-2H-1,4-benzooxazine products with good to high yields (66-98%) and enantioselectivities (70-99% ee). This method provides an alternative approach with great practical application potential to access chiral 3-aryl-3,4-dihydro-2H-1,4-benzooxazines.
authors.affiliation: Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, People's Republic of China.
authors.forename: Xiang-Wei
authors.initials: XW
authors.lastname: Liu
authors.forename: Chao
authors.initials: C
authors.lastname: Wang
authors.forename: Yan
authors.initials: Y
authors.lastname: Yan
authors.forename: Yong-Qiang
authors.initials: YQ
authors.lastname: Wang
authors.forename: Jian
authors.initials: J
authors.lastname: Sun
mesh_terms: D048588:Benzoxazines / Q000138:chemical synthesis*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D058115:Lewis Bases / Q000737:chemistry*; D010649:Phenylalanine / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry
chemical_list: D048588:Benzoxazines; D058115:Lewis Bases; D012821:Silanes; D010649:Phenylalanine; D013455:Sulfur; D002244:Carbon