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. 2021 May 5;143(17):6395-6400.
doi: 10.1021/jacs.1c03126. Epub 2021 Apr 27.

Site-Selective Defluorinative sp3 C-H Alkylation of Secondary Amides

Wen-Jun Yue  1   2 , Craig S Day  1   2 , Ruben Martin  1   3
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Site-Selective Defluorinative sp3 C-H Alkylation of Secondary Amides

Wen-Jun Yue et al. J Am Chem Soc. .

Abstract

A site-selective defluorinative sp3 C-H alkylation of secondary amides that rapidly and reliably incorporates gem-difluoroalkene motifs into previously unfunctionalized sp3 sites is disclosed. This protocol is distinguished by its mild conditions, wide scope, and exquisite site-selectivity, thus unlocking a new platform to introduce carbonyl isosteres at saturated hydrocarbon sites.

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