New Insights into the Reactivity of 2-Halo-Glycals. Synthesis of Novel Iodinated Oand S-Glycosides
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<p><i>This is the first report on the Ferrier rearrangement of 2-halo-glycals with S-nucleophiles. We present herein the selective synthesis of new 2-iodo-2,3-unsaturated O- and S-glycosides. We obtained in good yields and high anomeric selectivity </i><i>a</i><i>-glycosydes. As a particular behaviour, we also describe heteroaromatic thio sugar derivatives were the C3 addition was performed in an alternative mechanism. A complete structure and conformation analysis by NMR was also presented. </i></p>
1988 ◽
Vol 62
(01)
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pp. 141-143
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1939 ◽
Vol 18
(9)
◽
pp. 389
1942 ◽
Vol 21
(12)
◽
pp. 491
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