Synthesis of Highly Oxygenated Bicyclic Carbasugars. Remarkable Difference in the Reactivity of the d-gluco and d-xylo- Derived Trienes
| Autor: | Karolina Tiara, Mykhaylo A. Potopnyk, Sławomir Jarosz, Anna Osuch-Kwiatkowska, Grzegorz Witkowski |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Stereochemistry
Wittig-type reaction Pharmaceutical Science Article Analytical Chemistry lcsh:QD241-441 lcsh:Organic chemistry Drug Discovery Reactivity (chemistry) Physical and Theoretical Chemistry stereoselective synthesis Diels–Alder reaction Xylose Molecular Structure Bicyclic molecule Chemistry Biological Mimicry Organic Chemistry Diastereomer Carbasugars Stereoisomerism Diels−Alder reaction Cyclization Chemistry (miscellaneous) High pressure bicyclic sugar mimetics Molecular Medicine |
| Zdroj: | Molecules Volume 25 Issue 15 Molecules, Vol 25, Iss 3357, p 3357 (2020) |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/molecules25153357 |
| Popis: | 2,3,4-Tri-O-benzyl-D-xylopyranose was used as a starting material in the preparation of the corresponding triene, which underwent smooth cyclization to a polyhydroxylated hydrindane, as a single diastereoisomer. The analogous triene prepared from D-glucose did not undergo any cyclization even under high pressure. |
| Databáze: | OpenAIRE |
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