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Communication | Regular issue | Vol 12, No. 9, 1979, pp.1137-1140
Published online, 1st January, 1970
DOI: 10.3987/R-1979-09-1137
Chemical Precedence for Reduction of the “Exocyclic Methylene” Intermediate in a Tetrahydroquinoxalyl Model of Thymidylate (TMP) Synthetase

Ronald Plemp and Upendra K. Pandit*

*Laboratory of Organic Chemistry, University of Amsterdam, Nieuwe Achtergracht 129,1018 WS Amsterdam, The Netherlands

Abstract

1,2,3,4-Tetrahydro-1-(thyminyl)quinoxaline undergoes thermal conversion to thymine and tetrahydroquinoxaline. The formation of thymine has been shown to involve an intermolecular hydrogen transfer to an exocyclic methylene intermediate analogous the one proposed in the TMP synthetase reaction.