First synthesis of 4a-carba-β-d-galactofuranose |
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| Authors: | Jens Frigell Ian Cumpstey |
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| Affiliation: | aDepartment of Organic Chemistry, Stockholm University, The Arrhenius Laboratory, 10691 Stockholm, Sweden |
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| Abstract: | The synthesis of 4a-carba-β-d-galactofuranose is described starting from diacetone glucose. The key ring-closure step was carried out by metathesis to form a cyclopentene. Catalytic hydrogenation of the CC double bond gave the galacto configured saturated carbahexofuranose with excellent diastereoselectivity. |
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| Keywords: | Carbasugars Galactofuranose Glycomimetics Ring-closing metathesis |
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