The Journal of Organic Chemistry

1, 4-Dimethoxy-1, 3-butadiene as a donor diene in Diels-Alder cycloadditions

H Hiranuma, SI Miller

Index: Hiranuma Hidetoshi; Miller, Sidney I. Journal of Organic Chemistry, 1982 , vol. 47, # 26 p. 5083 - 5088

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Citation Number: 24

Abstract

The title compound (DMBU) is a useful diene in [4+ 21 cycloadditions. Since DMBU is readily obtained in two steps from 1, 4-dihydroxy-2-butyne, it should be regarded as an inexpensive and abundant starting material. Diels-Alder products were obtained from DMBU and the dienophiles, dimethyl acetylenedicarboxylate, ethyl propiolate, benzyne, fumaronitrile, tetracyanoethene, maleic anhydride, 1, 2-dibenzoylethene, diethyl ...