An improved one-pot method for the stereoselective synthesis of the (2S,3R)-3-amino-2-hydroxy acids: key intermediates for bestatin and amastatin

@article{Herranz1990AnIO,
  title={An improved one-pot method for the stereoselective synthesis of the (2S,3R)-3-amino-2-hydroxy acids: key intermediates for bestatin and amastatin},
  author={Rosario Herranz and Julia Castro‐Pichel and Soledad Vinuesa and Ma Teresa Garc{\'i}a-L{\'o}pez},
  journal={Journal of Organic Chemistry},
  year={1990},
  volume={55},
  pages={2232-2234}
}
La synthese d'acides [β-amino α-hydroxy] benzenebutyrique et [amino-3 hydroxy-2 methyl-5] caproique a partir des α-aminoaldehydes correspondants est etudiee 
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59 Citations

59 Citations

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A concise diastereospecific synthesis of 3-amino-2-hydroxy acids
A CONVENIENT ONE-POT SYNTHESIS OF 1,2-AMINOALCOHOLS
Abstract We have developed a rapid facile synthesis of 1,2-aminoalcohols from a variety of aldehyde starting materials. This one pot synthesis proceeds via the in situ formation of cyanohydrin…
Asymmetric synthesis of 3-amino-2-hydroxy-4-phenylbutanoate
A concise synthesis of ( R )- and ( S )-α-alkyl isoserines from d- and l-malic acids
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An approach to highly efficient reduction of β-enamino esters: A convenient synthesis of β-amino esters
Chemoselective reduction of β-enamino esters with NaBH(OAc)3 promoted by MgI2 etherate affords the corresponding β-amino esters in excellent yields in a short time under mild conditions.
Facile Synthesis of (2S,3R)-3-Amino-2-Hydroxycarboxylic Acids, the Key Components of Amastatin and Bestatin
Abstract The title amino acids, (2S,3R)-3-amino-2-hydroxy-5-methyl-hexanoic acid (AHMHA) and (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid (AHPBA), are stereoselectively prepared from…
A short enantioselective synthesis of (−)-bestatin via l-proline-catalyzed α-amination of an aldehyde
Highly stereoselective synthesis of α-hydroxy β-amino acids through β-lactams: application to the synthesis of the taxol and bestatin side chains and related systems.
Stereoselective synthesis of α-hydroxy-β-amino acids using D-glyceraldehyde as the homochiral source
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