In the key step of a natural product synthesis, two diastereomers of an intermediate react with opposite stereo- and regioselectivity to provide a single product enantiomer.
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References
Wang, B., Ramirez, A. P., Slade, J. J. & Morken J. P. Enantioselective synthesis of (–)-sclerophytin A by a stereoconvergent epoxide hydrolysis. J. Am. Chem. Soc. 10.1021/ja108185z (2010).
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Davey, S. Stereoconvergent solution. Nature Chem (2010). https://doi.org/10.1038/nchem.927
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DOI: https://doi.org/10.1038/nchem.927