Synthesis of 4-substituted 3, 3-difluoropiperidines

…, G Macdonald, F Deroose, N De Kimpe

Index: Surmont, Riccardo; Verniest, Guido; Thuring, Jan Willem; Macdonald, Gregor; Deroose, Frederik; De Kimpe, Norbert Journal of Organic Chemistry, 2010 , vol. 75, # 3 p. 929 - 932

Full Text: HTML

Citation Number: 21

Abstract

Synthetic strategies toward 4-substituted 3, 3-difluoropiperidines were evaluated. 4- Alkoxymethyl-and 4-aryloxymethyl-3, 3-difluoropiperidines were synthesized via 1, 4- addition of ethyl bromodifluoroacetate to 3-substituted acrylonitriles in the presence of copper powder, followed by borane reduction of the cyano substituent, lactamization, and reduction of the lactam. This method was applied to establish the synthesis of N-protected ...