Iodoacetoxylation of glycals using cerium(IV) ammonium nitrate, sodium iodide, and acetic acid: stereoselective synthesis of 2-deoxy-2-iodo-alpha-mannopyranosyl acetates |
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| Authors: | Roush W R Narayan S Bennett C E Briner K |
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| Affiliation: | Department of Chemistry, University of Michigan, Ann Arbor 48109, USA. roush@umich.edu |
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| Abstract: | [formula: see text] The reactions of glycals with ceric(IV) ammonium nitrate and sodium iodide in the presence of acetic acid provides 2-deoxy-2-iodo-alpha-mannopyranosyl acetates with good stereoselectivity. In the majority of the cases examined, the selectivity was considerably better than that from reactions using N-iodosuccinimide and HOAc. |
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