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- Publisher Website: 10.1039/C39840001356
- Scopus: eid_2-s2.0-37049106181
- WOS: WOS:A1984TP09800026
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Article: Stereospecific syntheses of macrobicyclic polyethers with carbon bridgeheads from chiral glycerol derivatives
| Title | Stereospecific syntheses of macrobicyclic polyethers with carbon bridgeheads from chiral glycerol derivatives |
|---|---|
| Authors | |
| Issue Date | 1984 |
| Citation | Journal of the Chemical Society - Series Chemical Communications, 1984, n. 20, p. 1356-1360 How to Cite? |
| Abstract | The [3.3.3]cryptand (3), prepared stereospecifically from 2,3-O-isopropylidene-D-glycerol d-(1) and 2,3-di-O-benzyl-L- glycerol L-(2), has been separated chromatographically at −5°C into slowly interconverting in-inii-(3) and out-out oo-(3) conformational diastereoisomers [ΔG‡ |
| Persistent Identifier | http://hdl.handle.net/10722/332800 |
| ISSN | |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Allwood, Billy L. | - |
| dc.contributor.author | Fuller, Steven E. | - |
| dc.contributor.author | Ning, Peter C.Y.K. | - |
| dc.contributor.author | Slawin, Alexandra M.Z. | - |
| dc.contributor.author | Stoddart, J. Fraser | - |
| dc.contributor.author | Williams, David J. | - |
| dc.date.accessioned | 2023-10-06T05:14:23Z | - |
| dc.date.available | 2023-10-06T05:14:23Z | - |
| dc.date.issued | 1984 | - |
| dc.identifier.citation | Journal of the Chemical Society - Series Chemical Communications, 1984, n. 20, p. 1356-1360 | - |
| dc.identifier.issn | 0022-4936 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/332800 | - |
| dc.description.abstract | The [3.3.3]cryptand (3), prepared stereospecifically from 2,3-O-isopropylidene-D-glycerol d-(1) and 2,3-di-O-benzyl-L- glycerol L-(2), has been separated chromatographically at −5°C into slowly interconverting in-inii-(3) and out-out oo-(3) conformational diastereoisomers [ΔG<sup>‡</sup><inf>ii→oo</inf> = ca. 24 kcal moh<sup>−1</sup> (1 kcal = 4.184 kJ) in CD<inf>3</inf>COCD<inf>3</inf> at +38°C]; an X-ray structural analysis has shown (3) to form a crystalline 1:1 complex with Ba(SCN)<inf>2</inf> in which the Ba<sup>2+</sup> ion is encapsulated by oo-(3) and the two SCN− ions in an 11-co-ordinate manner. © Royal Society of Chemistry. | - |
| dc.language | eng | - |
| dc.relation.ispartof | Journal of the Chemical Society - Series Chemical Communications | - |
| dc.title | Stereospecific syntheses of macrobicyclic polyethers with carbon bridgeheads from chiral glycerol derivatives | - |
| dc.type | Article | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1039/C39840001356 | - |
| dc.identifier.scopus | eid_2-s2.0-37049106181 | - |
| dc.identifier.issue | 20 | - |
| dc.identifier.spage | 1356 | - |
| dc.identifier.epage | 1360 | - |
| dc.identifier.isi | WOS:A1984TP09800026 | - |