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Herstellung von ‘Semialdehyd’‐Derivaten von Asparaginsäure‐ und Glutaminsäure durch Rosenmund ‐Reduktion
Author(s) -
Bold Guido,
Steiner Heinz,
Moesch Luzia,
Walliser Bernhard
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730219
Subject(s) - chemistry , yield (engineering) , aldehyde , glutamic acid , aspartic acid , aldol reaction , hydride , organic chemistry , medicinal chemistry , catalysis , amino acid , metal , biochemistry , materials science , metallurgy
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.