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Abstract <p>The reaction of <i>tert</i>-butyl 2-[(diphenylmethylidene)amino]acetate with 2-methyl-3-{[<i>tert</i>-butyl­(dimethyl)silyl]oxy}propanoyl chloride in methylene chloride in the presence of cesium carbonate afforded the corresponding β-lactam and acetylglycine derivative. Acetyl chloride reacted with <i>tert</i>-butyl 2-[(diphenyl­methyli­dene)amino]acetate to produce <i>tert</i>-butyl 2-(acetamido)acetate as the only product with high chemo­selectivity.</p>

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Alternative Pathways in Cesium Carbonate-Promoted Reactions of tert-Butyl 2-[(Diphenylmethylidene)amino]acetate with 2-Methyl-3-{[tert-butyl(dimethyl)silyl]oxy}propanoyl and Acetyl Chlorides

  • 期刊论文

  • 发表日期：

    2025年7月1日

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  • Z. R. Valiullina,
  • G. R. Sunagatullina,
  • M. S. Miftakhov

摘要

Abstract

The reaction of tert-butyl 2-[(diphenylmethylidene)amino]acetate with 2-methyl-3-{[tert-butyl­(dimethyl)silyl]oxy}propanoyl chloride in methylene chloride in the presence of cesium carbonate afforded the corresponding β-lactam and acetylglycine derivative. Acetyl chloride reacted with tert-butyl 2-[(diphenyl­methyli­dene)amino]acetate to produce tert-butyl 2-(acetamido)acetate as the only product with high chemo­selectivity.