Samenvatting
Unprotected 3-keto-saccharides have become readily accessible via site-selective oxidation, but their protection-free functionalization is relatively unexplored. Here we show that protecting groups are obsolete in a variety of stereoselective modifications of our model substrate methyl α-glucopyranoside. This allows the preparation of rare sugars and the installation of click handles and reactive groups. To showcase the applicability of the methodology, maltoheptaose has been converted into a chemical probe, and the rare sugar evalose has been synthesized.
Originele taal-2 | English |
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Pagina's (van-tot) | 5622-5626 |
Aantal pagina's | 5 |
Tijdschrift | Organic letters |
Volume | 22 |
Nummer van het tijdschrift | 14 |
DOI's | |
Status | Published - 17-jul.-2020 |
Vingerafdruk
Duik in de onderzoeksthema's van 'Stereoselective Protection-Free Modification of 3-Keto-saccharides'. Samen vormen ze een unieke vingerafdruk.Datasets
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CCDC 1995084: Experimental Crystal Structure Determination
Marinus, N. (Contributor), Tahiri, N. (Contributor), Duca, M. (Contributor), Mouthaan, M. (Contributor), Bianca, S. (Contributor), van den Noort, M. (Contributor), Poolman, B. (Contributor), Witte, M. D. (Contributor) & Minnaard, A. J. (Contributor), University of Groningen, 6-apr.-2020
DOI: 10.5517/ccdc.csd.cc24z1kr
Dataset
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CCDC 1995088: Experimental Crystal Structure Determination
Marinus, N. (Contributor), Tahiri, N. (Contributor), Duca, M. (Contributor), Mouthaan, M. (Contributor), Bianca, S. (Contributor), van den Noort, M. (Contributor), Poolman, B. (Contributor), Witte, M. D. (Contributor) & Minnaard, A. J. (Contributor), University of Groningen, 6-apr.-2020
DOI: 10.5517/ccdc.csd.cc24z1pw
Dataset