1,5-Hydride shifts in acyclic systems containing αβ-unsaturated ketones and p-methoxyphenyl groups
摘要：
Acid-catalysed rearrangement of 8-(p-hydroxyphenyl)oct-3-en-2-one (4) to [2-(p-hydroxyphenyl)cyclohexyl] methyl ketone (10) is shown to involve an intramolecular hydride shift by deuterium labelling: a similar rearrangement is observed for 8-(p-hydroxyphenyl)-5,5-dimethyloct-3-en-2-one (3) and its aromatic methyl ether (2) but no analogous products could be isolated from 7-(p-methoxyphenyl)hept-3-en-2-one (18) or 7,7-bis-(p-methoxyphenyl)hept-3-en-2-one (19) under the same reaction conditions.
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DOI：
10.1039/p19740000394
被引量：
年份：
1974
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