Stereoselective synthesis of erythro α-amino epoxides

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The stereoselective reduction of bromomethyl ketones derived from leucine, phenylalanine, alanine and valine is described using borohydride reagents. The Boc-amino alcohol product has erythro stereochemistry at the carbinol center as deduced by conversion to Boc-amino epoxides. These oxiranes are useful for the preparation of hydroxyethylene peptide isosteres.

Original languageEnglish
Pages (from-to)5453-5456
Number of pages4
JournalTetrahedron Letters
Issue number31
StatePublished - 31 Jul 1995


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