Combining Ring-Closing Metathesis and Hydroformylation Strategies: A Novel Approach to Spirocyclic γ-Butyrolactones
- 25 October 2001
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 66 (23) , 7658-7665
- https://doi.org/10.1021/jo0157730
Abstract
Di- or tetrahydropyrans with a vinyl side chain are obtained by diastereoselective ring-closing metathesis or by addition of vinylmagnesium chloride to an appropriately functionalized tetrahydropyranone. The resulting allylic alcohols are converted to spirocyclic hemiacetals under hydroformylation conditions. Oxidation yields the corresponding lactones.Keywords
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