Cyclization in situ of enose-/ynose-nitrilimines: an expedient approach to the synthesis of chiral glycopyrazoles and pyrazolonucleosides |
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| Authors: | Ashim Roy |
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| Institution: | Division of Medicinal Chemistry, Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Jadavpur, Kolkata 700 032, India |
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| Abstract: | Intramolecular 3+2] nitrilimine cycloaddition reactions on carbohydrate-derived substrates proceed in a regioselective fashion, affording structurally novel chiral glycopyrazoles (4-6 and 10a-c) in good yields. The products can be subsequently transformed to bicyclic pyrazoles (viz. 11 from 4) or nucleoside analogues (viz. 12 from 4). |
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| Keywords: | Nitrilimine cycloaddition reaction Synthesis Glycopyrazoles Pyrazolonucleosides d-Glucose" target="_blank">d-Glucose |
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