Synthesis 2006(16): 2693-2696  
DOI: 10.1055/s-2006-942476
PAPER
© Georg Thieme Verlag Stuttgart · New York

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

Emanuela Erba*, Donato Pocar, Pasqualina Trimarco
Istituto di Chimica Organica ‘Alessandro Marchesini’ e Centro Interuniversitario di Ricerca sulle Reazioni Pericicliche e Sintesi di Sistemi Etero-e Carbociclici, Università degli Studi di Milano, Via G. Venezian 21, 20133 Milano, Italy
Fax: +39(0250)314476; e-Mail: emanuela.erba@unimi.it;
Further Information

Publication History

Received 22 March 2006
Publication Date:
11 July 2006 (eFirst)

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.

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