Short, highly efficient syntheses of protected 3-azido- and 4-azidoproline and their precursors

José A. Gómez-Vidal, Richard B. Silverman*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

63 Scopus citations

Abstract

matrix presented An improved synthesis of protected cis- and trans-3-azido-L-proline and cis- and frans-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.

Original languageEnglish (US)
Pages (from-to)2481-2484
Number of pages4
JournalOrganic Letters
Volume3
Issue number16
DOIs
StatePublished - Aug 9 2001

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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