1977
DOI: 10.1002/chin.197718169
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ChemInform Abstract: ELECTROORGANIC CHEMISTRY. XXIV. REDUCTIVE CYCLIZATION OF NONCONJUGATED ACETYLENIC KETONES TO 2‐METHYLENECYCLOPENTANOLS

Abstract: Aus den Cyclohexenon‐epoxiden (I) entstehen nach Eschenmoser die Acetylenketone (IIa)‐(IIe) bzw. (IIIa) und (IIIb), aus den bicyclischen Methylenepoxiden (IV) die Cycloalkanon‐acetylene (V).

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“…Electroreductive Intramolecular Coupling of Ketones with Unsaturated Functional Groups. Electroreduction of ketones produces ketyl radicals efficiently, and hence a variety of electroreductive couplings of ketones with olefins, 36,37 alkynes, 38 and aromatic rings 39−41 have been developed. If there is a heteroatom such as a nitrogen or a sulfur atom between the unsaturated group and the carbonyl group, an intramolecular reductive couplings would lead to the formation of heteroatomcontaining cyclic compounds.…”
Section: C−c Bonds Formationmentioning
confidence: 99%
“…Electroreductive Intramolecular Coupling of Ketones with Unsaturated Functional Groups. Electroreduction of ketones produces ketyl radicals efficiently, and hence a variety of electroreductive couplings of ketones with olefins, 36,37 alkynes, 38 and aromatic rings 39−41 have been developed. If there is a heteroatom such as a nitrogen or a sulfur atom between the unsaturated group and the carbonyl group, an intramolecular reductive couplings would lead to the formation of heteroatomcontaining cyclic compounds.…”
Section: C−c Bonds Formationmentioning
confidence: 99%