Stereoselection in the synthesis of threo- and erythro-3-amino-2-hydroxy-4-phenyl-butanoic acid using chiral acetal templates

@article{Herranz1989StereoselectionIT,
  title={Stereoselection in the synthesis of threo- and erythro-3-amino-2-hydroxy-4-phenyl-butanoic acid using chiral acetal templates},
  author={Rosario Herranz and Julia Castro‐Pichel and Soledad Vinuesa and Ma Teresa Garc{\'i}a-L{\'o}pez},
  journal={Journal of The Chemical Society, Chemical Communications},
  year={1989},
  pages={938-939}
}
Boron trifluoride-diethyl ether mediated addition of trimethylsilylcyanide (TMSCN) to the chiral acetals derived from Z-L- and Z-D-phenyl alaninal, (Z=N-benzyloxycarbonyl), and (+)-(2S,4S)- and (–)-(2R,4R)-2,4-pentanediol stereoselectively gave the four stereoisomers of the 3-amino-2-hydroxy-4-phenylbutanoic acid, key intermediates for bestatin and bestatin analogues. 
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