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

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      Publication Details (including relevant citation   information): Prakash, G. K. Surya, Zhang, Zhe, Shao,   Nan, Ni, Chuanfa, Wang, Fang, Haiges, Ralf, Olah, George A.,   Abstracts of Papers, 243rd ACS National Meeting &   Exposition, San Diego, CA, United States, March 25-29, 2012,   2012, pp ORGN-594

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

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