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Issue 0, 1968
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The synthesis and some rearrangements of 2-acetyl-4,6-diethyl-1,3,4-trihydroxycyclo-2,6-dien-5-one

Abstract

Ring contraction of a synthetic analogue of humulone gives cis- and trans-compounds analogous to isohumulone A and isohumulone B under a wide variety of conditions. Since these isomers fail to undergo interconversion under a wide variety of conditions, they must therefore be formed independently. A new type of rearrangement has also been noted which results in the formation of 5-ethyl-3,4-dihydroxy-3-propionylcyclopentan-1-one; this is formed by a pathway which apparently involves neither isohumulone-type nor humulinic acid-type structures as intermediates.

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Article information


J. Chem. Soc. C, 1968, 1882-1885
Article type
Paper

The synthesis and some rearrangements of 2-acetyl-4,6-diethyl-1,3,4-trihydroxycyclo-2,6-dien-5-one

S. J. Shaw and P. J. Smith, J. Chem. Soc. C, 1968, 1882
DOI: 10.1039/J39680001882

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