Journal of the American Chemical Society

Chemistry of 4, 4-dimethoxycyclohexa-2, 5-dienone. Unusual formation of bridged polycyclic compounds

CH Foster, DA Payne

Index: Foster,C.H.; Payne,D.A. Journal of the American Chemical Society, 1978 , vol. 100, p. 2834 - 2837

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Citation Number: 23

Abstract

Abstract: Michael reactions of 4, 4-dimethoxycyclohexa-2, 5-dienone (2), readily available by electrochemical or chemical oxidation of p-methoxyphenol, were studied. Reaction of 2 with morpholine gave a mono-Michael adduct; methoxide gave a mixture of mono and bis adducts, and MeSH and PhSH gave only bis adducts. Reaction of 2 with Na2S gave good yields of a novel polycyclic compound, decahydro-3, 3, 8, 8-tetramethoxy-2, 7-epithio-l, 4- ...

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