title: Stereoselective synthesis of spirooxindoles by palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins.
abstract: A new synthetic method of spirooxindole derivatives has been developed by way of a palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins. By employing a newly prepared phosphoramidite ligand, the reaction proceeds smoothly with excellent diastereoselectivity. Preliminary results of its application to asymmetric catalysis using a chiral phosphoramidite ligand are also described.
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan. shintani@kuchem.kyoto-u.ac.jp
authors.forename: Ryo
authors.initials: R
authors.lastname: Shintani
authors.forename: Shin-ya
authors.initials: SY
authors.lastname: Hayashi
authors.forename: Masataka
authors.initials: M
authors.lastname: Murakami
authors.forename: Momotaro
authors.initials: M
authors.lastname: Takeda
authors.forename: Tamio
authors.initials: T
authors.lastname: Hayashi
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007510:Isatin / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D011753:Pyrones; D013141:Spiro Compounds; C052207:delta-valerolactone; D010165:Palladium; D007510:Isatin