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Abstract:
1,3-Allyl strain may explain the high diastereoselectivity observed in the conversion of optically active α-amino acids 1 into the homochiral γ-amino acid esters 3. The esters 2, accessible via the α-N,N dibenzylaminoaldehydes, are intermediates in this synthesis, and subsequent cuprate addition leads stereoselectively to the products 3.