1980Chemistry LettersRequires access

A NOVEL SYNTHESIS OF A CYCLOPENTANE RING FROM HOMOPYRONE DERIVATIVES

H. Yamaoka, Ikuhiro Mishima, Terukiyo Hanafusa

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Abstract

Abstract 2-Acylcyclopent-3-en-1-ol derivatives, 2, were synthesized by the reaction of homopyrones with phenyllithium. The intermediate may be a cyclopropylmethanol derivative, 3, which was isomerized into 2. Similar treatment with methyllithium, methylmagnesium iodide, or lithium aluminium hydride also gave 2.

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Abstract 2-Acylcyclopent-3-en-1-ol derivatives, 2, were synthesized by the reaction of homopyrones with phenyllithium. The intermediate may be a cyclopropylmethanol derivative, 3, which was isomerized into 2. Similar treatment with methyllithium, methylmagnesium iodide, or lithium aluminium hydride also gave 2.

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Available abstract

Abstract 2-Acylcyclopent-3-en-1-ol derivatives, 2, were synthesized by the reaction of homopyrones with phenyllithium. The intermediate may be a cyclopropylmethanol derivative, 3, which was isomerized into 2. Similar treatment with methyllithium, methylmagnesium iodide, or lithium aluminium hydride also gave 2.

Key concepts: Chemistry, Cyclopentane, Ring (chemistry), Stereochemistry, Combinatorial chemistry, Organic chemistry

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