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Synlett 1993; 1993(3): 226-228
DOI: 10.1055/s-1993-22412
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Enantioselective Synthesis of Protected ß-Amino Acetals and ß-Amino Acids by 1,2-Addition of RM/CeCl3 to 3,3-Ethylenedioxypropanal-SAMP-Hydrazone

Dieter Enders* , Martin Klatt, Rudolf Funk
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Straße 1, D-5100 Aachen, Germany
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Publication History

Publication Date:
19 March 2002 (online)

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Nucleophilic 1,2-addition of RM/CeCl3 to 3,3-ethylenedioxypropanal-SAMP-hydrazone 2 and subsequent reductive N-N-bond cleavage affords ß-amino acetals 4 in good yields and high enantiomeric excesses, which are easily transformed into ß-amino acids 5