Silicon-mediated annulation. Part 2. A synthesis of β-alkoxy cyclo-octanones via intramolecular directed aldol reactions
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2101-2108
- https://doi.org/10.1039/p19850002101
Abstract
β-Alkoxycyclo-octanones were formed in poor to moderate yield by a Lewis acid-catalysed intramolecular directed aldol reaction between an acetal and an enol silane. From 10 examples, the effect of chain substitution, Lewis acid, and acetal structure on the efficiency of the 8-exoeendon cyclisations was examined. The beneficial effect of gem-dimethyl substitution is discussed.Keywords
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