A multigram scale synthesis of the four stereoisomers of methyl 3-silylglycidates (epoxysilanes) with high enantiopurity is described. Key reactions include a Sharpless asymmetric epoxidation (SAE) of a trans-vinylsilane and an enzymatic resolution of a racemic cis-epoxysilane to establish the desired configurations. Few chromatographic separations (5 columns out of 13 steps) are required for purification, establishing a ...
![[(2S,3S)-3-[dimethyl(phenyl)silyl]oxiran-2-yl]methanol Structure](https://image.chemsrc.com/caspic/010/171868-02-3.png)