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- Publisher Website: 10.1016/S0040-4039(00)85841-4
- Scopus: eid_2-s2.0-0020362703
- WOS: WOS:A1982PU55500036
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Article: A stereoselective synthesis of xylitol
| Title | A stereoselective synthesis of xylitol |
|---|---|
| Authors | |
| Issue Date | 1982 |
| Citation | Tetrahedron Letters, 1982, v. 23, n. 50, p. 5367-5370 How to Cite? |
| Abstract | Rel-(2S, 3R, 4R)- (6) and rel-(2R,3R,4R)- (7) 1,2,5-triacetoxy-3,4-epoxypentanes have been obtained in seven steps starting from cyclopentadiene. Both diastereoisomers afford xylitol pentaacetate (8) selectively upon epoxide cleavage with acetate ion. In the case of (6), rel-(1s,3R,4r,5S)-3,-bisacetoxymethyl-1-methyl-2,6,7-trioxabicyclo- [2.2.1]heptane (11) has been isolated and characterised as an intermediate in the reaction. © 1982. |
| Persistent Identifier | http://hdl.handle.net/10722/332343 |
| ISSN | 2023 Impact Factor: 1.5 2023 SCImago Journal Rankings: 0.323 |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Holland, David | - |
| dc.contributor.author | Stoddart, J. Fraser | - |
| dc.date.accessioned | 2023-10-06T05:10:43Z | - |
| dc.date.available | 2023-10-06T05:10:43Z | - |
| dc.date.issued | 1982 | - |
| dc.identifier.citation | Tetrahedron Letters, 1982, v. 23, n. 50, p. 5367-5370 | - |
| dc.identifier.issn | 0040-4039 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/332343 | - |
| dc.description.abstract | Rel-(2S, 3R, 4R)- (6) and rel-(2R,3R,4R)- (7) 1,2,5-triacetoxy-3,4-epoxypentanes have been obtained in seven steps starting from cyclopentadiene. Both diastereoisomers afford xylitol pentaacetate (8) selectively upon epoxide cleavage with acetate ion. In the case of (6), rel-(1s,3R,4r,5S)-3,-bisacetoxymethyl-1-methyl-2,6,7-trioxabicyclo- [2.2.1]heptane (11) has been isolated and characterised as an intermediate in the reaction. © 1982. | - |
| dc.language | eng | - |
| dc.relation.ispartof | Tetrahedron Letters | - |
| dc.title | A stereoselective synthesis of xylitol | - |
| dc.type | Article | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1016/S0040-4039(00)85841-4 | - |
| dc.identifier.scopus | eid_2-s2.0-0020362703 | - |
| dc.identifier.volume | 23 | - |
| dc.identifier.issue | 50 | - |
| dc.identifier.spage | 5367 | - |
| dc.identifier.epage | 5370 | - |
| dc.identifier.isi | WOS:A1982PU55500036 | - |