Palladium(II)-catalyzed intramolecular aminoacetoxylation of sugar derived alkenyl tosylsulfonamide: Total synthesis of l-deoxyallonojirimycin |
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| Authors: | Pintu Das Sama Ajay Arun K Shaw |
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| Institution: | Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute (CSIR-CDRI), Sector 10, Jankipuram Extension, Sitapur Road, Lucknow 226031, U.P., India |
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| Abstract: | Palladium catalyzed intramolecular aminoacetoxylation of d-ribose derived alkenyl tosylsulfonamide to deliver l-deoxyallonojirimycin in an overall yield of 19%. The preliminary screening of l-deoxyallonojirimycin against carbohydrate processing enzymes showed moderate inhibitory activity against α-glucosidase (yeast) and α-mannosidases. |
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| Keywords: | Total synthesis Deoxyallonojirimycin Aminoacetoxylation Mitsunobu reaction Wittig olefination |
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