SCHEDULED MAINTENANCE
(E)-1-Methoxymethoxybut-2-enyl(tributyl)stannane (6), readily available by the addition of tributylstannyl-lithium to crotonaldehyde and alkylation of the adduct using chloromethyl methyl ether, reacts on heating with aldehydes to give anti-4-hydroxy-3-methyl-cis-1,2-enol ethers. These on hydrolysis and oxidation provide trans-4,5-disubstituted butyrolactones.
A. J. Pratt and E. J. Thomas, J. Chem. Soc., Perkin Trans. 1, 1989, 1521 DOI: 10.1039/P19890001521
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