An efficient synthesis of novel N-acetyl-3-alkanoyl and 3-dienoyl tetramic acids

M Petroliagi, O Igglessi-Markopoulou

Index: Petroliagi, Margarita; Igglessi-Markopoulou, Olga Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 23 p. 3543 - 3548

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Citation Number: 6

Abstract

A general synthesis of N-acetyl-3-alkanoyl-and 3-dienoyl-tetramic acids is presented. The condensation of N-(N-acetylglycyloxy) succinimide with β-keto esters bearing alkanoyl or dienoyl groups furnishes the new 3-substituted N-acetyltetramic acids 6–9 and 16 in good yields. The key intermediates 4 and 5 have been isolated and subsequently cyclized to the corresponding tetramic acids. Spectral data for and the physical characteristics of all ...