High??pressure [2+ 4]??cycloaddition of dimethylmaleic anhydride to 3, 4??dimethoxyfuran; synthesis of dimethoxycantharidin preliminary communication

J Jurczak, T Koz̀luk, S Filipek…

Index: Jurczak, Janusz; Kozluk, Tomasz; Filipek, Stanislaw; Eugester, Conrad Hans Helvetica Chimica Acta, 1982 , vol. 65, # 3 p. 1021 - 1024

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Citation Number: 25

Abstract

Abstract As an active diene (more active than furan itself), 3, 4-dimethoxyfuran (1) affords with many dienophiles the respective cycloadducts in a high yield [2]. It has recently been found that under thermal conditions 1 easily reacts with maleic anhydride and its monomethyl derivative, but not with dimethylmaleic anhydride (2)[3]. This is probably due to steric hindrance resulting from the location of two methyl groups on the double bond of the ...