A convenient multigram synthesis of highly enantioenriched methyl 3-silylglycidates.

Abstract

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… (More)

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@article{Lowe2006ACM, title={A convenient multigram synthesis of highly enantioenriched methyl 3-silylglycidates.}, author={Jason Lowe and Willmen Youngsaye and James S. Panek}, journal={The Journal of organic chemistry}, year={2006}, volume={71 9}, pages={3639-42} }