cheminform abstract: application of enantiopure templated azomethine ylids to β-hydroxy-α-amino...

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1998 aminocarboxylic acids aminocarboxylic acids (hydrazinocarboxylic acids) and esters (benzene compounds) Q 0440 35 - 134 Application of Enantiopure Templated Azomethine Ylids to β- Hydroxy-α-amino Acid Synthesis. Treatment of the morpholinone (I) with aldehydes leads to azomethine ylids which undergo efficient and highly diastereocontrolled cycloaddition with a second molecule of aldehyde to afford products of type (IV). The products can easily be transformed into pure threo β-hydroxy-α-amino acids. — (ALKER, D.; HAMBLETT, G.; HARWOOD, L. M.; ROBERTSON, S. M.; WATKIN, D. J.; WILLIAMS, C. E.; Tetrahedron 54 (1998) 22, 6089-6098; Dep. Chem., Univ. Reading, Whiteknights, Reading, Berkshire RG6 2AD, UK; EN) 1

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Page 1: ChemInform Abstract: Application of Enantiopure Templated Azomethine Ylids to β-Hydroxy-α-amino Acid Synthesis

1998 aminocarboxylic acids

aminocarboxylic acids (hydrazinocarboxylic acids) and esters (benzene compounds)Q 0440

35 - 134Application of Enantiopure Templated Azomethine Ylids to β-Hydroxy-α-amino Acid Synthesis. — Treatment of the morpholinone(I) with aldehydes leads to azomethine ylids which undergo efficient and highlydiastereocontrolled cycloaddition with a second molecule of aldehyde to affordproducts of type (IV). The products can easily be transformed into pure threoβ-hydroxy-α-amino acids. — (ALKER, D.; HAMBLETT, G.; HARWOOD, L.M.; ROBERTSON, S. M.; WATKIN, D. J.; WILLIAMS, C. E.; Tetrahedron54 (1998) 22, 6089-6098; Dep. Chem., Univ. Reading, Whiteknights, Reading,Berkshire RG6 2AD, UK; EN)

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