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Improved preparation of β-hydroxy-α-amino acids: direct formation of sulfates by sulfuryl chloride
Institution:1. Department of Energy Systems Research and Department of Chemistry, Ajou University, Suwon 443-749, South Korea;2. Physical Sciences Division, Fundamental and Computational Sciences Directorate, Pacific Northwest National Laboratory, PO Box 999, Mail Stop K8-88, Richland, WA 99352, United States
Abstract:Two β-(alkyl)-β-hydroxy-α-amino acids alkyl = But, BnO–(CH2)3–] have been synthesized by a sequence based on Sharpless asymmetric dihydroxylation. The key sulfate intermediates were prepared from enantiomerically enriched diols by direct treatment with sulfuryl chloride. The scope and the appropriate conditions for sulfate formation have also been studied.
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