Solid-phase synthesis of oxazolones and other heterocycles via Wang resin-bound diazocarbonyls

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Abstract

The preparation of Wang resin bound α-diazo-β-ketoesters is described. These highly useful intermediates were used for the synthesis of a series of heterocycle libraries, which were obtained from the resin using TFA cleavage. In addition, a novel route for the synthesis of oxazolones using an N-H insertion strategy is disclosed. © 2005 Elsevier Ltd. All rights reserved.

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Yamashita, M., Lee, S. H., Koch, G., Zimmermann, J., Clapham, B., & Janda, K. D. (2005). Solid-phase synthesis of oxazolones and other heterocycles via Wang resin-bound diazocarbonyls. Tetrahedron Letters, 46(33), 5495–5498. https://doi.org/10.1016/j.tetlet.2005.06.061

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