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Synlett 1992; 1992(6): 489-490
DOI: 10.1055/s-1992-21387
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Stereoselective Additions to Diprotected α-Aminoaldehydes

Michael Heneghan* , Garry Procter
  • *Department of Chemistry and Applied Chemistry, University of Salford, Salford M5 4WT, England
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Publication Date:
08 March 2002 (online)

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Simple two-carbon nucleophiles add with essentially complete stereoselectivity to the diprotected α-aminoaldehyde 3 [2-(N-benzyl-N-tosylamino)-3-phenylpropanal] in high yield. This chemistry was used to prepare the chiral allylsilanes 7 and 8 via ortho ester Claisen rearrangement.