title: A C(2)-symmetric chiral bis-sulfoxide ligand in a rhodium-catalyzed reaction: asymmetric 1,4-addition of sodium tetraarylborates to chromenones.
abstract: A new C(2)-symmetric chiral bis-sulfoxide ligand, (R,R)-1,2-bis(tert-butylsulfinyl)benzene, has been designed and prepared by the reaction of (R)-benzyl tert-butylsulfoxide with (R)-thiosulfinate. This ligand exhibits excellent enantioselectivities in the Rh-catalyzed asymmetric 1,4-addition reaction. In particular, the present work has realized access to optically pure flavanones for the first time through 1,4-addition of arylboronic reagents to chromenones.
authors.affiliation: National Engineering Research Center of Chiral Drugs and Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Chen
authors.forename: Junmin
authors.initials: J
authors.lastname: Chen
authors.forename: Feng
authors.initials: F
authors.lastname: Lang
authors.forename: Xiangyang
authors.initials: X
authors.lastname: Zhang
authors.forename: Linfeng
authors.initials: L
authors.lastname: Cun
authors.forename: Jin
authors.initials: J
authors.lastname: Zhu
authors.forename: Jingen
authors.initials: J
authors.lastname: Deng
authors.forename: Jian
authors.initials: J
authors.lastname: Liao
mesh_terms: D001881:Borates / Q000737:chemistry*; D002384:Catalysis; D002867:Chromones / Q000138:chemical synthesis* / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013454:Sulfoxides / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D001881:Borates; D002867:Chromones; D008024:Ligands; D009942:Organometallic Compounds; D013454:Sulfoxides; D012238:Rhodium