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Review | Special issue | Vol 82, No. 2, 2011, pp. 949 - 980
Published online: 10th August, 2010
DOI: 10.3987/REV-10-SR(E)3
Development and Applications of an Oxazole-Forming Reaction

Jianmin Zhang,* Pierre-Yves Coqueron, and Marco A. Ciufolini*

*Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver B.C., V6T 1Z1, Canada

Abstract

We review an oxazole-forming reaction devised in our laboratory. The technique allows the facile assembly of 2,5-disubstituted-4-carbalkoxy oxazoles, including 5-amino and 5-alkenyl oxazoles. Applications of this chemistry in the total synthesis of muscoride A, siphonazoles, and other oxazole alkaloids are described.

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