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- Publisher Website: 10.1021/acs.orglett.9b00990
- Scopus: eid_2-s2.0-85065832689
- PMID: 31045367
- WOS: WOS:000468696100025
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Article: A Solution to Chemical Pseudaminylation via a Bimodal Glycosyl Donor for Highly Stereocontrolled α- and β-Glycosylation
| Title | A Solution to Chemical Pseudaminylation via a Bimodal Glycosyl Donor for Highly Stereocontrolled α- and β-Glycosylation |
|---|---|
| Authors | |
| Issue Date | 2019 |
| Publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html |
| Citation | Organic Letters, 2019, v. 21 n. 10, p. 3584-3588 How to Cite? |
| Abstract | A robust methodology for the stereocontrolled chemical glycosylation of pseudaminic acid has been developed to afford both α- (axial) and β- (equatorial) glycosides reliably with complete stereoselectivity, using a common glycosyl donor (7N-Cbz/5N-azido Pse thioglycoside) simply by changing the reaction conditions. In the CH2Cl2/MeCN cosolvent, highly β-selective pseudaminylation was observed, while addition of 5.0 equiv DMF in CH2Cl2 gave the α-pseudaminosides. |
| Persistent Identifier | http://hdl.handle.net/10722/272143 |
| ISSN | 2021 Impact Factor: 6.072 2020 SCImago Journal Rankings: 1.940 |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Wei, R | - |
| dc.contributor.author | Liu, H | - |
| dc.contributor.author | Tang, AH | - |
| dc.contributor.author | Payne, RJ | - |
| dc.contributor.author | Li, X | - |
| dc.date.accessioned | 2019-07-20T10:36:30Z | - |
| dc.date.available | 2019-07-20T10:36:30Z | - |
| dc.date.issued | 2019 | - |
| dc.identifier.citation | Organic Letters, 2019, v. 21 n. 10, p. 3584-3588 | - |
| dc.identifier.issn | 1523-7060 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/272143 | - |
| dc.description.abstract | A robust methodology for the stereocontrolled chemical glycosylation of pseudaminic acid has been developed to afford both α- (axial) and β- (equatorial) glycosides reliably with complete stereoselectivity, using a common glycosyl donor (7N-Cbz/5N-azido Pse thioglycoside) simply by changing the reaction conditions. In the CH2Cl2/MeCN cosolvent, highly β-selective pseudaminylation was observed, while addition of 5.0 equiv DMF in CH2Cl2 gave the α-pseudaminosides. | - |
| dc.language | eng | - |
| dc.publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html | - |
| dc.relation.ispartof | Organic Letters | - |
| dc.title | A Solution to Chemical Pseudaminylation via a Bimodal Glycosyl Donor for Highly Stereocontrolled α- and β-Glycosylation | - |
| dc.type | Article | - |
| dc.identifier.email | Li, X: xuechenl@hku.hk | - |
| dc.identifier.authority | Li, X=rp00742 | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1021/acs.orglett.9b00990 | - |
| dc.identifier.pmid | 31045367 | - |
| dc.identifier.scopus | eid_2-s2.0-85065832689 | - |
| dc.identifier.hkuros | 299168 | - |
| dc.identifier.volume | 21 | - |
| dc.identifier.issue | 10 | - |
| dc.identifier.spage | 3584 | - |
| dc.identifier.epage | 3588 | - |
| dc.identifier.isi | WOS:000468696100025 | - |
| dc.publisher.place | United States | - |
| dc.identifier.issnl | 1523-7052 | - |