Synthesis of N-substituted α,α-difluoro-β-aminophosphonates by addition of diethyl lithiodifluoromethylphosphonate to imines

Addition of diethyl lithiodifluoromethylphosphonate to N-substituted imines provides N-substituted alpha,alpha-difluoro-beta-aminophosphonates. N-Alkyl, aryl, or Boc substituted aldimines give good to high yields in these reactions, while in ketimine series, only activated N-(2,2,2-trifluoro-1-phenylethylidene)aniline showed high reactivity. (C) 2012 Elsevier B.V. All rights reserved.