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Paper | Regular issue | Vol 38, No. 8, 1994, pp.1839-1844
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6751
A New Entry to 5-Unsubstituted 3-Acyltetramic Acids from Aldehydes

Tetsuya Iida, Kozo Hori, Keiichi Nomura, and Eiichi Yoshii*

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan

Abstract

Reaction of aldehydes (prim-, sec-, and tert-) with diazoacetamide (8, 9) of N-substituted glycinate in the presence of Zr(IV) chloride in CH2Cl2 affords β-keto amides (11, 12) in good to high yields, which on treatment with n-Bu4NF in THF are led to N-protected 3-acyltetramic acids (13, 14).