The Journal of Organic Chemistry

Cyclization of 9-substituted decanoic acid derivatives to 9-decanolide and 9-decanolactam

M Bartra, J Vilarrasa

Index: Bartra, Marti; Vilarrasa, Jaume Journal of Organic Chemistry, 1991 , vol. 56, # 17 p. 5132 - 5138

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Citation Number: 46

Abstract

Several standard and some novel cyclization reactions have been applied to 9-substituted decanoic acids to establish which are the optimum procedures for lactonization and lactamization at 80 “C under identical high-dilution conditions. The methods of Galli- Mandolini and Kellogg (cyclization of 9-bromodecanoate ion), Gerlach (cyclization of S-2- pyridyl9-hydroxydecanethioate in the presence of AgClO,), and Yamaguchi (activation of ...