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Dr. Zhipeng Yu, Reyna K. V. Lim and Prof. Dr. Qing Lin Synthesis of Macrocyclic Tetrazoles for Rapid Photoinduced Bioorthogonal 1,3-Dipolar Cycloaddition Reactions Chemistry - A European Journal 16

Version of Record online: 28 OCT 2010 | DOI: 10.1002/chem.201002360

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Quick as a flash! A series of conformationally constrained, macrocyclic tetrazoles were expediently prepared by double alkylation of a bis(o-phenolyl)tetrazole precursor. Several of them showed excellent reactivity toward norbornene in a photoinduced tetrazole–alkene cycloaddition reaction in organic solvent, as well as toward a norbornene-modified protein in phosphate-buffered saline buffer (see scheme).

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