Artigo Revisado por pares

Herstellung von ‘Semialdehyd’‐Derivaten von Asparaginsäure‐ und Glutaminsäure durch Rosenmund ‐Reduktion

1990; Wiley; Volume: 73; Issue: 2 Linguagem: Inglês

10.1002/hlca.19900730219

ISSN

1522-2675

Autores

Guido Bold, Heinz Steiner, Luzia Moesch, Bernhard Walliser,

Tópico(s)

Carbohydrate Chemistry and Synthesis

Resumo

Preparation of ‘Semialdehyde’ Derivatives of Aspartic and Glutamic Acid via the Rosenmund Reduction Suitably protected aspartic‐acid ‘β‐semialdehyde’ and glutamic‐acid ‘γ‐aldehyde’ derivatives can be obtained, in good yield by Rosenmund reduction of the corresponding acid chlorides. Benzyloxycarbonyl (Z) and ( tert ‐butoxy)carbonyl (Boc) protecting groups are not affected under these reaction conditions. The sensitive aldehydes, which are obtained in higher purity than by hydride reductions, can directly be used for further transformations like aldol‐type reactions.

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