J. Legters, L. Thijs, B. Zwanenburg
1991
Citations
0
Influential Citations
39
Citations
Journal
Tetrahedron
Abstract
Abstract Diethyl (2R,3R)-(−)-oxirane-2,3-dicarboxylate was converted into diethyl (2S,3S)-(+)-aziridine-2,3-dicarboxylate in two steps, viz. ring opening with trimethylsilyl azide in N,N -dimethylformamide containing one equivalent of ethanol, followed by treatment with triphenylphosphine in N,N -dimethylformamide. Subsequent hydrolysis with lithium hydroxide and acidification with Dowex 50W-X2 (H + ) afforded (2S,3S)-(+)-aziridine-2,3-dicarboxylic acid, which was identical in all respects to the natural product.