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Asymmetric Electrophilic Difluoromethylthiolation of Indanone-Based β-Keto Esters Using Difluoromethanesulfonyl Hypervalent Iodonium Ylides

Abstract : The first electrophilic diastereoselective direct introduction of the difluoromethylthio group is described. We used a chiral auxiliary-based approach to illustrate the versatility of our recently developed difluoromethanesulfonyl hypervalent iodonium ylide reagents for the difluoromethylthiolation of indanone-based β-keto esters. Chiral SCF2H-featuring compounds were obtained in up to 93% ee value.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02321615
Contributor : Dominique Cahard <>
Submitted on : Monday, October 21, 2019 - 1:19:21 PM
Last modification on : Tuesday, August 18, 2020 - 4:46:07 PM

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Satoshi Gondo, Okiya Matsubara, Hélène Chachignon, Yuji Sumii, Dominique Cahard, et al.. Asymmetric Electrophilic Difluoromethylthiolation of Indanone-Based β-Keto Esters Using Difluoromethanesulfonyl Hypervalent Iodonium Ylides. Molecules, MDPI, 2019, 24 (2), pp.221. ⟨10.3390/molecules24020221⟩. ⟨hal-02321615⟩

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