title: An organocatalytic asymmetric sequential allylic alkylation-cyclization of Morita-Baylis-Hillman carbonates and 3-hydroxyoxindoles.
abstract: The first organocatalytic asymmetric sequential allylic alkylation-cyclization of Morita-Baylis-Hillman carbonates and 3-hydroxyoxindoles has been developed to afford spirooxindoles bearing α-methylene-γ-butyrolactone motifs in 25-85% yield, 60-94% ee and up to >20 : 1 diastereoselectivity.
authors.affiliation: Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. wlxioc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Qi-Lin
authors.initials: QL
authors.lastname: Wang
authors.forename: Lin
authors.initials: L
authors.lastname: Peng
authors.forename: Fei-Ying
authors.initials: FY
authors.lastname: Wang
authors.forename: Ming-Liang
authors.initials: ML
authors.lastname: Zhang
authors.forename: Li-Na
authors.initials: LN
authors.lastname: Jia
authors.forename: Fang
authors.initials: F
authors.lastname: Tian
authors.forename: Xiao-Ying
authors.initials: XY
authors.lastname: Xu
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Wang
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C528964:3-acetonyl-3-hydroxyoxindole; D000498:Allyl Compounds; D002254:Carbonates; D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds