title: Enantioselective Synthesis of Dihydropyran-Fused Indoles through [4+2] Cycloaddition between Allenoates and 3-Olefinic Oxindoles.
abstract: A highly enantioselective [4+2] annulation with respect to allenoates and 3-olefinic oxindoles catalyzed by Lewis base was reported, which proved to be an efficient way to synthesize chiral dihydropyran-fused indoles. The cycloaddition products were generally obtained in high yields (up to 98%) with very good enantioselectivities (up to 94% enantiomeric excess).
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Department of Chemistry, Nankai University, Tianjin 300071, P. R. China.
authors.forename: Feng
authors.initials: F
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Department of Chemistry, Nankai University, Tianjin 300071, P. R. China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Li
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Department of Chemistry, Nankai University, Tianjin 300071, P. R. China.
authors.forename: Jie
authors.initials: J
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Department of Chemistry, Nankai University, Tianjin 300071, P. R. China.
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Department of Chemistry, Nankai University, Tianjin 300071, P. R. China.
authors.forename: Jin-Pei
authors.initials: JP
authors.lastname: Cheng
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007211:Indoles / Q000737:chemistry*; D058115:Lewis Bases / Q000737:chemistry*; D000078183:Oxindoles; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D007211:Indoles; D058115:Lewis Bases; D000078183:Oxindoles; D011714:Pyrans; D013141:Spiro Compounds; C022960:2-oxindole