Resolution and absolute configuration of some α-aminoacetals: en route to enantiopure N-protected α-aminoaldehydes.

Autor:	Albalat-Serradeil, Muriel, Primazot, Géraldine, Wilhelm, Didier, Vallejos, Jean-Claude, Vanthuyne, Nicolas, Roussel, Christian
Předmět:	ACETAL resins ALDEHYDES DIASTEREOISOMERS AMINO acids ENANTIOMERS INTERMEDIATES (Chemistry) RACEMIZATION CHIRALITY
Zdroj:	Amino Acids; Aug2012, Vol. 43 Issue 2, p687-696, 10p, 10 Diagrams, 2 Charts
Abstrakt:	The first successful resolution of rac- α-aminoacetals via diastereoisomeric salt formation with optically pure N-protected aminoacids is reported. The absolute configuration assignment of α-aminoacetal enantiomers is performed by an entirely non-racemizing chemical correlation method involving N-protection and a new efficient hydrolysis step followed by a reduction of the resulting N-protected α-aminoaldehyde intermediates. A racemization method of optically enriched α-aminoacetals is exemplified to allow valorisation of both enantiomers. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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