Synthetic intermediates potentially useful for the synthesis of tetrodotoxin and derivatives. 8. A series of highly functionalized pyrimidinones

JFW Keana, PJ Boyle, M Erion, R Hartling…

Index: Keana; Boyle; Erion; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3621 - 3626

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Citation Number: 23

Abstract

The synthesis of a versatile series of highly functionalized pyrimidinones is described, some of which served to test the feasibility of an intramolecular Diels-Alder approach to tetrodotoxin while others have been shown subsequently to serve as dienophiles in an intermolecular approach to the toxin. The series of 6-(acetic acid)-substituted pyrimidinones 4-12 and 15-21 were prepared from pyrimidinone ester amine 3. The series of 6- ...