title: Catalytic enantioselective intermolecular cycloaddition of diazodiketoester-derived carbonyl ylides with indoles using chiral dirhodium(II) carboxylates.
abstract: The first example of enantioselective intermolecular cycloaddition of carbonyl ylides with indoles is described. The cycloaddition of five- and six-membered carbonyl ylides derived from diazodiketoesters with N-methylindoles under catalysis by dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate], Rh(2)(S-TCPTTL)(4), gave cycloadducts in high yields and with high levels of enantioselectivity (up to 99% ee) as well as excellent exo diastereoselectivity.
authors: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
authors: Naoyuki
authors: N
authors: Shimada
authors: Tadashi
authors: T
authors: Oohara
authors: Janagiraman
authors: J
authors: Krishnamurthi
authors: Hisanori
authors: H
authors: Nambu
authors: Shunichi
authors: S
authors: Hashimoto
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001391:Azo Compounds; D002264:Carboxylic Acids; D007211:Indoles; D009942:Organometallic Compounds; D012238:Rhodium