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. Author manuscript; available in PMC: 2021 Apr 3.
Published in final edited form as: Org Lett. 2020 Mar 17;22(7):2630–2633. doi: 10.1021/acs.orglett.0c00599

Scheme 2.

Scheme 2.

Proposed mechanism for the formation (E)-β-fluoro-α,β-unsaturated amide 8 from reagent 1 and two equivalents of i-PrMgCl. 19F NMR data for the β,β-difluoroacrylamide intermediate was obtained in THF-d8 at 471 Hz at rt.