Grignard additions to α,β-unsaturated dioxolanones: Preparation of chiral allylic alcohols and protected α-hydroxy aldehydes

Article abstract of DOI:10.1016/0040-4039(96)00058-5

α,β-Unsaturated dioxolanones derived from mandelic acid smoothly add most Grignard reagents with good to excellent regio- and diastereoselectivities. The adducts are converted to chiral secondary alcohols by peroxidation at low temperature or to protected α-hydroxy aldehydes via ozonolysis.