Academic Journal
Stereoselective Protection-Free Modification of 3-Keto-saccharides
| العنوان: | Stereoselective Protection-Free Modification of 3-Keto-saccharides |
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| المؤلفون: | Marinus, Nittert, Tahiri, Nabil, Duca, Margherita, Mouthaan, L M C Marc, Bianca, Simona, van den Noort, Marco, Poolman, Bert, Witte, Martin D, Minnaard, Adriaan J |
| المصدر: | Marinus , N , Tahiri , N , Duca , M , Mouthaan , L M C M , Bianca , S , van den Noort , M , Poolman , B , Witte , M D & Minnaard , A J 2020 , ' Stereoselective Protection-Free Modification of 3-Keto-saccharides ' , Organic letters , vol. 22 , no. 14 , pp. 5622-5626 . https://doi.org/10.1021/acs.orglett.0c01986 |
| سنة النشر: | 2020 |
| المجموعة: | University of Groningen research database |
| مصطلحات موضوعية: | BRANCHED-CHAIN SUGARS, REGIOSELECTIVE OXIDATION, EVALOSE |
| الوصف: | 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. |
| نوع الوثيقة: | article in journal/newspaper |
| وصف الملف: | application/pdf |
| اللغة: | English |
| DOI: | 10.1021/acs.orglett.0c01986 |
| الاتاحة: | https://hdl.handle.net/11370/f84bbb4a-9885-4f88-9b59-a7daa40022cb https://research.rug.nl/en/publications/f84bbb4a-9885-4f88-9b59-a7daa40022cb https://doi.org/10.1021/acs.orglett.0c01986 https://pure.rug.nl/ws/files/130030939/acs.orglett.0c01986.pdf |
| Rights: | info:eu-repo/semantics/openAccess |
| رقم الانضمام: | edsbas.4A136935 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/acs.orglett.0c01986 |
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