4.4 Article

High-yield synthesis of pyrrolidinyl PNA monomers

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 45, Pages 6003-6006

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.08.167

Keywords

Pyrrolidines; Nitrones; Dipolar cycloaddition; Nucleoside analogues; Peptide nucleic acids

Funding

  1. Spanish Ministry of Science and Innovation (MICINN Madrid, Spain) [CTQ2010-19606]
  2. FEDER
  3. Government of Aragon (Group E-10, Zaragoza, Spain)
  4. MIUR (Italy)
  5. CNMPS (Italy)
  6. MICINN
  7. University of Palermo

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Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asymmetric 1,3-dipolar cycloaddition chemistry as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

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