An expedient asymmetric synthesis of N-protected (S,S)-2-Aminomethyl-1-cyclopropanecarboxylic acid

D J Aitken, Steven D Bull, Iwan R Davies, L Drouin, J Ollivier, Jennifer Peed

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18 Citations (Scopus)

Abstract

An enantioselective synthesis of a N-Boc-protected trans-cyclopropane gamma-amino acid is reported. The key chiral aldehyde intermediate is prepared in enantiomerically pure form using a three-step aldol-cyclopropanation-retro-aldol protocol.
Original languageEnglish
Pages (from-to)2729-2732
Number of pages4
JournalSynlett
Volume18
DOIs
Publication statusPublished - Nov 2010

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Keywords

  • enantioselectivity
  • carbocycle
  • asymmetric synthesis
  • aldol reaction
  • amino acids
  • chiral auxiliary

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