A stereoselective route to the sugar-cinnamate unit of Hygromycin A

J. G. Buchanan, D. G. Hill, R. H. Wightman, I. K. Boddy, B. D. Hewitt

Research output: Contribution to journalArticle

Abstract

Various aryl 6-deoxy-5-keto-ß-D-arabino-hexofuranosides, including one (42) corresponding to the sugar-cinnamate unit of Hygromycin A (1) have been synthesized by a method in which 6-deoxy-ß-D-glucofuranosides are first prepared, followed by configurational inversion at positions 2 and 3 via 2,3-anhydro-6-deoxy-ß-D-mannofuranosyl intermediates.

Original languageEnglish
Pages (from-to)6033-6050
Number of pages18
JournalTetrahedron
Volume51
Issue number21
DOIs
Publication statusPublished - 1995

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    Buchanan, J. G., Hill, D. G., Wightman, R. H., Boddy, I. K., & Hewitt, B. D. (1995). A stereoselective route to the sugar-cinnamate unit of Hygromycin A. Tetrahedron, 51(21), 6033-6050. https://doi.org/10.1016/0040-4020(95)00262-7