Formaldehyde dialkylhydrazones behave as neutral d1 synthons in their uncatalyzed reaction with trifluoromethyl ketones (see reaction). Both racemic and optically pure 1,2-adducts were obtained in good yields. Efficient deprotection of the hydrazone moiety afforded interesting fluorinated quaternary compounds such as 1 and 2.
Keywords: Asymmetric synthesis; Chiral auxiliaries; Fluorine; Hydrazones; Nucleophilic additions.
© 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.