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Catalytic Asymmetric exo′ ‐Selective [3+2] Cycloaddition for Constructing Stereochemically Diversified Spiro[pyrrolidin‐3,3′‐oxindole]s
Author(s) -
Awata Atsuko,
Arai Takayoshi
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201249
Subject(s) - cycloaddition , diastereomer , oxindole , catalysis , adduct , ligand (biochemistry) , chemistry , computer science , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , receptor
The first catalytic asymmetric exo′ ‐selective [3+2] cycloaddition of methyleneindolinones with iminoesters was achieved for construction of novel diastereomers of spiro[pyrrolidin‐3,3′‐oxindole]. By using the imidazoline–aminophenol‐ligand complex [Ni(OAc) 2 –( L1 )], the reaction proceeds in the stepwise Michael–Mannich reaction to give the exo′ adducts as stable isomers (see scheme).