The Journal of Organic Chemistry

Self-addition of methyl 3-deoxy-3-nitro-hexopyranoside derivatives to tricyclic Diels-Alder products and their aromatization to the 7-nitroisochromene system

HH Baer, F Kienzle

Index: Baer,H.H.; Kienzle,F. Journal of Organic Chemistry, 1968 , vol. 33, # 5 p. 1823 - 1830

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Citation Number: 7

Abstract

The nmr spectrum of 3 is shown in Figure 2. Sharp singlets, each of three-proton intensity, are seen for two acetoxy groups (r 7.93, 7.87) and for two methoxy groups (T 6.70, 6.67) The signal centered at T 5.59, with an intensity of four protons, is ascribed to the methylene parts of the two acetoxymethyl groups. The signal has the appearance of a triplet but, as will be seen below, it really consists of two virtually coinciding AB quartets with geminal couplings ...