Tamio Hayashi, E. Kishi, V. Soloshonok
Jul 8, 1996
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Journal
Tetrahedron Letters
Abstract
Reaction of N-tosylaldimines 1 with methyl isocyanoacetate in the presence of 1 mol % of AuCl(c-HexNC) gave 4-methoxycarbonyl-5-alkyl-2-imidazolines 2 with high (over 89%) cis selectivity. The cis-imidazolinecarboxylates were isomerized into trans isomers by treatment with triethylamine. Hydrolysis of the cis- and trans- imidazolinecarboxylates gave erythro- and threo-α,β-diamino acids, respectively.