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We introduce a new use of sulfonyl fluoride as a bifunctional reagent that facilitates the one-step deoxy-diversification of complex alcohol libraries. Our reaction design features a Sulfur(VI) Fluoride Exchange (SuFEx) mediated activation of alcohols and fluoride-induced activation of silicon-bound nucleophiles. This method enables the direct conversion of alcoholic C–O bonds in complex molecules into diverse analogues via C–C, C–N, C–Cl, and C–Br bond formation while suppressing any elimination side-products.
Odoh et al. (Wed,) studied this question.