Direct Stereospecific Deoxyamination of Alcohols Enabled by Li-Mediated SuFEx

Organic Letters 2026 Open access

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Authors: Amaechi S. Odoh, Giovani Gutierrez, Austin G. Seilkop, Jorge Barroso, Andrew Storer, Byoungmoo Kim
DOI: 10.1021/acs.orglett.6c02231
Cited by: 1
References: 53

Abstract

Optically active nitrogen-bearing molecules are central to drug discovery, which has driven the development of efficient, stereocontrolled C(sp 3 )–N bond-forming methods. Herein we report a SuFEx-enabled platform that directly couples diverse alcohols and free N-nucleophiles via deoxygenative C(sp 3 )–N(sp 3 /sp 2 ) bond formation with high stereospecificity without elimination. Using an inexpensive lithium triflate salt to suppress competitive deoxyfluorination, this method enables facile deoxyamination with broad substrate scope, N-heterocycle synthesis, late-stage functionalization, and stereodivergent synthesis of pharmaceuticals.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Radical Photochemical Reactions Advanced Synthetic Organic Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
29
Pages
9178–9183
Publication date
10 July 2026
Language
EN