Organic & biomolecular chemistry

Synthesis of N-acyl-N, α, α-trialkyl and N-acyl-α, α-dialkyl glycines by selective cleavage of Ugi–Passerini adducts. Qualitative assessment of the effect of substituents …

WQ Jiang, SPG Costa, HLS Maia

Index: Jiang, Wei-Qun; Costa, Susana P G; Maia, Hernani L S Organic and biomolecular chemistry, 2003 , vol. 1, # 21 p. 3804 - 3810

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Citation Number: 26

Abstract

Several symmetric N-acyl-N, α, α-trialkyl glycine amides were synthesised by the Ugi– Passerini four-component reaction and subjected to selective cleavage with trifluoroacetic acid. In almost all cases it was possible to obtain the corresponding N-acyl-N, α, α-trialkyl and N-acyl-α, α-dialkyl glycines in fair to good yields directly from the reaction adducts. With some of the bulkier compounds our results show that the selectivity of cleavage is ...