Practical preparation of 3, 3-difluoropyrrolidine

…, B Simmons, J Armstrong, J Murry

Index: Xu, Feng; Simmons, Bryon; Armstrong III, Joseph; Murry, Jerry Journal of Organic Chemistry, 2005 , vol. 70, # 15 p. 6105 - 6107

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Citation Number: 10

Abstract

A practical and cost-effective synthesis of 3, 3-difluoropyrrolidine is reported. The synthesis involves the isolation of two intermediates, which are prepared via two efficient through processes:(1) a Claisen rearrangement followed by a Ru (VIII)-catalyzed oxidation to prepare the 2, 2-difluorosuccinic acid and (2) an efficient cyclization to form N-benzyl-3, 3- difluoropyrrolidinone followed by BH3⊙ Me2S reduction.