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A simple method for determining the absolute configuration of α-amino acids

Authors :
Voldemar Toome
S. De Bernardo
Manfred Weigele
Source :
Tetrahedron. 31:2625-2627
Publication Year :
1975
Publisher :
Elsevier BV, 1975.

Abstract

Chiral α-amino acids react with 2-methoxy - 2,4 - diphenyl - 3 (2 H ) - furanone 1 to afford N -substituted 3,5 - diphenyl - 5 - hydroxy - 2 - pyrrolin - 4 - ones 2 . The characteristic cotton effects given by these chromophoric derivatives provide a means for the determination of the absolute configuration of the parent amino acids. The longest wavelength(first) extremum in the chiroptical spectra (ORD and CD) of the l -amino acid derivatives is always positive, while it is negative for the d -amino acid derivatives.

Details

ISSN :
00404020
Volume :
31
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi...........82cb819ade7d2ce13c69865873c268e0
Full Text :
https://doi.org/10.1016/0040-4020(75)80280-8