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  • Title: Short, highly efficient syntheses of protected 3-azido- and 4-azidoproline and their precursors.
    Author: Gómez-Vidal JA, Silverman RB.
    Journal: Org Lett; 2001 Aug 09; 3(16):2481-4. PubMed ID: 11483040.
    Abstract:
    [structure: see text] An improved synthesis of protected cis- and trans-3-azido-L-proline and cis- and trans-4-azido-L- and -D-proline is reported. These compounds have been synthesized from the corresponding hydroxyproline precursors using diphenylphosphoryl azide under Mitsunobu conditions. Short, highly efficient syntheses of these precursors are described, based on a new lactone-opening reaction and p-nitrobenzoate hydrolysis under very mild conditions.
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