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Photochemical Approach to the Preparation of Lariat Crown Ethers Containing Peptide Sidearms

  • Cho, Dae-Won (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Quan, Chunsheng (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Park, Hea-Jung (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Yoon, Ung-Chan (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Mariano, Patrick S. (Department of Chemistry and Chemical Biology, University of New Mexico)
  • Received : 2010.11.01
  • Accepted : 2010.11.30
  • Published : 2011.02.20

Abstract

New types of lariat type crown ethers containing peptide sidearms were prepared by using a novel strategy employing single electron transfer (SET)-induced photocyclization reactions of $\alpha$-silylether terminated phthalimides. Reactions of chiral substrates in this series produced diastereomeric mixtures of crown ether products as a result of the formation of new stereogenic center generation in the photocyclization process.

Keywords

References

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Cited by

  1. ChemInform Abstract: Photochemical Approach to the Preparation of Lariat Crown Ethers Containing Peptide Sidearms. vol.42, pp.22, 2011, https://doi.org/10.1002/chin.201122207
  2. -Glucopyranoside Based Lariat Ether Catalysts in Asymmetric Syntheses vol.26, pp.1, 2014, https://doi.org/10.1002/hc.21214
  3. Direct and indirect single electron transfer (SET)-photochemical approaches for the preparation of novel phthalimide and naphthalimide-based lariat-type crown ethers vol.10, pp.None, 2014, https://doi.org/10.3762/bjoc.10.47