Issue 14, 1991

A cyclisation reaction of methyl (4R)-3-(2-diazo-3-oxobutanoyl)thiazolidine-4-carboxylate which proceeds with retention of configuration, probably via a planar ester enolate intermediate possessing axial chirality

Abstract

Under basic conditions, the title compound 1b is converted into methyl (6S)-3-acetyl-2-oxo-8-thia-1,4,5-triazabicyclo[4.3.0]non-3-ene-6-carboxylate 4a, the absolute configuration of which is established by X-ray crystallography.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1991, 924-925

A cyclisation reaction of methyl (4R)-3-(2-diazo-3-oxobutanoyl)thiazolidine-4-carboxylate which proceeds with retention of configuration, probably via a planar ester enolate intermediate possessing axial chirality

B. Beagley, M. J. Betts, R. G. Pritchard, A. Schofield, R. J. Stoodley and S. Vohra, J. Chem. Soc., Chem. Commun., 1991, 924 DOI: 10.1039/C39910000924

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