Please use this identifier to cite or link to this item: https://doi.org/10.1002/chem.201200655
Title: Diastereodivergent synthesis of 3-spirocyclopropyl-2-oxindoles through direct enantioselective cyclopropanation of oxindoles
Authors: Dou, X.
Lu, Y. 
Keywords: asymmetric synthesis
cyclopropanation
domino reactions
organocatalysis
oxindole
Issue Date: 2-Jul-2012
Citation: Dou, X., Lu, Y. (2012-07-02). Diastereodivergent synthesis of 3-spirocyclopropyl-2-oxindoles through direct enantioselective cyclopropanation of oxindoles. Chemistry - A European Journal 18 (27) : 8315-8319. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.201200655
Abstract: Falling like dominos: The first direct organocatalytic asymmetric cyclopropanation reaction of oxindole was developed, in which oxindoles were employed as a dinucleophilic C 1 synthon and bromonitroolefins with a dielectrophilic center were used as a C 2 synthon (see scheme). An amino acid based multifunctional catalyst promoted the [2+1] reaction, giving the products in high yields and excellent enantioselectivities. A divergent synthesis of different stereoisomers of 3-spirocyclopropyl-2-oxindoles was achieved. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Source Title: Chemistry - A European Journal
URI: http://scholarbank.nus.edu.sg/handle/10635/93581
ISSN: 09476539
DOI: 10.1002/chem.201200655
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