Synthesis of 4,5-Dihydro-1H-imidazole-4-carboxylates from α-Amino Acid Amidines

Abstract

Various β-hydroxy-substituted amidines were obtained starting from methyl serinates, aldehydes or ketones, and tosyl azide. These were converted via Mitsunobu intramolecular cyclization into enantiomerically pure methyl 2-alkyl-1-tosyl-4,5-dihydro-1H-imidazole-4-carboxylates.

Key words

N,N′-disubstituted amidines - intramolecular cyclization - Mitsunobu reaction - 4,5-dihydro-1H-imidazole-4-carboxylates - amino acid

References

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