4.7 Article

Ring closure to β-turn mimics via copper-catalyzed azide/alkyne cycloadditions

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 23, Pages 9595-9598

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0516180

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Funding

  1. NIGMS NIH HHS [GM076261] Funding Source: Medline
  2. NIMH NIH HHS [MH 070040] Funding Source: Medline

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Copper-catalyzed azide alkyne cycloadditions of the linear substrates 1 were used to form the cyclic derivatives 2. Computational, NMR, and CD analyses of these compounds indicate that their most favorable conformational states include type I and type H beta-turn conformations. Selectivity for the dimeric products 6 in these cyclization reactions is discussed.

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