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Paper | Regular issue | Vol 36, No. 6, 1993, pp.1305-1314
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6296
Synthesis of Chiral 3-Substituted 2,4(1H,3H)-Quinazolinediones

Perséphone Canonne,* Mohamed Akssira,* Abdelaziz Dahdouh, Hicham Kasmi, and Mohamed Boumzebra

*Département de Chimie, Université Laval, Cité Universitaire, Québec, G1K 7P4, Canada

Abstract

2-Carbomethoxyphenyl isocyanate and 6-nitro-2-carbomethoxyphenyl isocyanate were generated in situ from half-esters, and then converted into the corresponding quinazolinediones using α-amino acids. This useful annelation process was found to be a general method for the formation of various chiral 3-substituted quinazolinediones.