2-Alkoxy-5 -oxazolones enantiomerization

NL Benoiton. 2-Alkoxy-5(47f)-oxazolones and the enantiomerization of IV-alkoxy-carbonylamino acids. Biopolymers (Pept Sci) 40, 245, 1996. 

FIGURE 4.5 Enantiomerization of a residue by base-induced enolization of the 2-alkoxy-5(4//)-oxazolone formed during coupling of iV-alkoxycarbonylamino acids. 

FIGURE 4.15 Enantiomerization during aminolysis of 2-alkoxy-5(4A)-oxazolones in the presence of Et3N.24 Percentage -d-l- Epimer formed in reaction with H-Lys(Z)-OBzl.HCl/A-methylmorpholine in CH2C12. 

In cases where 2-alkoxy-5(4/7)-oxazolones are generated from A -alkoxycarbo-nyl-a-amino acids, the enantiomerization that occurs during preparation and incorporation of these residues into peptides, the properties, and methods of preparation of the 2-alkoxy-5(4/7)-oxazolones together with the practical uses of these compounds have recently been reviewed. ... 

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