Journal of the Chemical Society, Perkin Transactions 1

Reactions of endocyclic linearly conjugated dienolates with Michael acceptors leading to bicyclo [2.2. 2] octane derivatives. Application to the synthesis of C13 …

N Ito, T Etoh

Index: Ito, Nobuhiko; Etoh, Takeaki Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 19 p. 2397 - 2405

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Abstract

The endocyclic linearly conjugated dienolates from substituted cyclohex-2-enones react with but-3-en-2-one, substituted methyl propenoates, but-3-yn-2-one and methyl propiolate to afford bicyclo [2.2. 2]-oct-2-en-1-ols 10a–c, 14a–c and bicyclo [2.2. 2] octa-2, 5-dien-1-ols 15a, b. The AlCl3-catalysed reaction of 3, 5, 5-trimethyl-1-(trimethylsiloxy) cyclohexa-1, 3- diene 3 with (E)-4-acetoxy-and (E)-4-methoxy-but-3-en-2-one provides trans-8-acetoxy-7- ...