Grignard reagents derived from 2-(3-chloropropyl)-1,3-dioxolan (1) and 2-(3-chloropropyl)-5,5-dimethyl-1,3-dioxan (2) can be prepared in high yield without decomposition. They undergo 1,2-addition to acrylaldehyde to give allylic alcohols (4a and b), which can be oxidized to give monoprotected dicarbonyl compounds.
C. P. Forbes, G. L. Wenteler and A. Wiechers, J. Chem. Soc., Perkin Trans. 1, 1977, 2353 DOI: 10.1039/P19770002353
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