Diastereoselection in the addition of enolates to chiral α,β-epoxyaldehydes

Article abstract of DOI:10.1016/S0040-4039(00)92381-5

The stereochemistry of addition of lithium enolates to the α,β-epoxyaldehydes 1z-3 has been investigated. Moderate to high diastereoselectivity (up to 13:1) is obtained in favour of the anti isomer, which is explained by the Felkin-Anh model for asymmetric induction.