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Sulfinate-Organocatalyzed (3+2) Annulation of Allenyl Sulfones with 1,1-Dicyano Olefins in the Presence of a Quaternary Ammonium Phase Transfer Agent

Abstract : The benzenesulfinate‐catalyzed (3+2) annulation between allenyl sulfones and aryl(alkyl)idenemalononitriles has been developed under mild phase transfer conditions, affording a breadth of functionalized sulfonyl cyclopentenes in good to excellent yields (22 examples, 49–99%) and high diastereoselectivities. These adducts were likely generated, via an allylsulfone anion featuring a quaternary ammonium cation.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-01850385
Contributor : Jocelyne Levillain <>
Submitted on : Friday, July 27, 2018 - 11:54:29 AM
Last modification on : Wednesday, July 1, 2020 - 12:44:30 PM

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Thomas Martzel, Jean-François Lohier, Annie-Claude Gaumont, Jean-François Brière, Stéphane Perrio. Sulfinate-Organocatalyzed (3+2) Annulation of Allenyl Sulfones with 1,1-Dicyano Olefins in the Presence of a Quaternary Ammonium Phase Transfer Agent. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2018, 360 (14), pp.2696-2706. ⟨10.1002/adsc.201800466⟩. ⟨hal-01850385⟩

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