A feasible synthetic protocol toward �-monofluorinated alcohols has been achieved using a-trimethylsilyl-a-fluorobis(phenylsulfonyl)methane [TMSCF(SO2Ph)2, TFBSM] as a novel monofluoromethylating reagent. Initiated by a catalytic amount of fluoride, the reagent can be readily added to a variety of aldehydes providing the desired products in high yields. Computational and experimental mechanistic studies have revealed the exceptional lability of the Si-C bond in TFBSM compared with other fluoromethylsilane counterparts.

Facile synthesis of α-monofluoromethyl alcohols: Nucleophilic monofluoromethylation of aldehydes using TMSCF(SO<sub>2</sub>Ph)<sub>2</sub>

243rd National Meeting (2012)

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Facile synthesis of α-monofluoromethyl alcohols: Nucleophilic monofluoromethylation of aldehydes using TMSCF(SO2Ph)2

Facile synthesis of α-monofluoromethyl alcohols: Nucleophilic monofluoromethylation of aldehydes using TMSCF(SO₂Ph)₂