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Intriguing Electrophilic Reactivity of Donor-Acceptor Cyclopropanes: Experimental and Theoretical Studies

Abstract : A new reactivity of donor–acceptor cyclopropanes (DACs) has been highlighted and, for the first time, we report that they could formally behave as nucleophiles and be func-tionalized at their C3 position. The donor–acceptor cyclo-propane acts as a formal nucleophilic synthetic equivalent of a 1,2-zwitterion and could be described as an umpolung synthon.
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Submitted on : Thursday, January 18, 2018 - 2:23:34 PM
Last modification on : Friday, January 7, 2022 - 3:53:32 AM
Long-term archiving on: : Wednesday, May 23, 2018 - 10:18:40 PM

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Maxime Dousset, Jean-Luc Parrain, Gaëlle Chouraqui. Intriguing Electrophilic Reactivity of Donor-Acceptor Cyclopropanes: Experimental and Theoretical Studies. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2017, pp.5238-5245. ⟨10.1002/ejoc.201701058⟩. ⟨hal-01687389⟩

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