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- Publisher Website: 10.1002/adsc.201500157
- Scopus: eid_2-s2.0-84938956407
- WOS: WOS:000359324500013
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Article: Ligand Effect and Control of E- and Z-Selectivity in the Silver-Catalyzed Synthesis of 4-Bromooxazolines
| Title | Ligand Effect and Control of E- and Z-Selectivity in the Silver-Catalyzed Synthesis of 4-Bromooxazolines |
|---|---|
| Authors | |
| Keywords | ligand effects silver hydroamination heterocycles |
| Issue Date | 2015 |
| Citation | Advanced Synthesis and Catalysis, 2015, v. 357, n. 11, p. 2485-2491 How to Cite? |
| Abstract | © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. The stereospecific intramolecular hydroamination of alkynyl trichloroacetimidates catalyzed by bis(pyridyl)silver(I) complexes to form 1,3-oxazolines and oxazines has been investigated in greater detail. The rate of the reaction is profoundly influenced by the electronic character of the pyridyl ligand; leading to optimized conditions whereby reactions can be completed at ambient temperature with catalyst loadings as low as 1 mol%, while maintaining stereoselectivity towards the (Z)-isomer. Further investigations into establishing the role of the ligand, and the synthesis of (E)-isomer, are also presented. |
| Persistent Identifier | http://hdl.handle.net/10722/219805 |
| ISSN | 2021 Impact Factor: 5.981 2020 SCImago Journal Rankings: 1.541 |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Wong, Valerie H L | - |
| dc.contributor.author | White, Andrew J P | - |
| dc.contributor.author | Hor, T. S Andy | - |
| dc.contributor.author | Hii, King Kuok | - |
| dc.date.accessioned | 2015-09-23T02:58:00Z | - |
| dc.date.available | 2015-09-23T02:58:00Z | - |
| dc.date.issued | 2015 | - |
| dc.identifier.citation | Advanced Synthesis and Catalysis, 2015, v. 357, n. 11, p. 2485-2491 | - |
| dc.identifier.issn | 1615-4150 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/219805 | - |
| dc.description.abstract | © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. The stereospecific intramolecular hydroamination of alkynyl trichloroacetimidates catalyzed by bis(pyridyl)silver(I) complexes to form 1,3-oxazolines and oxazines has been investigated in greater detail. The rate of the reaction is profoundly influenced by the electronic character of the pyridyl ligand; leading to optimized conditions whereby reactions can be completed at ambient temperature with catalyst loadings as low as 1 mol%, while maintaining stereoselectivity towards the (Z)-isomer. Further investigations into establishing the role of the ligand, and the synthesis of (E)-isomer, are also presented. | - |
| dc.language | eng | - |
| dc.relation.ispartof | Advanced Synthesis and Catalysis | - |
| dc.subject | ligand effects | - |
| dc.subject | silver | - |
| dc.subject | hydroamination | - |
| dc.subject | heterocycles | - |
| dc.title | Ligand Effect and Control of E- and Z-Selectivity in the Silver-Catalyzed Synthesis of 4-Bromooxazolines | - |
| dc.type | Article | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1002/adsc.201500157 | - |
| dc.identifier.scopus | eid_2-s2.0-84938956407 | - |
| dc.identifier.hkuros | 285685 | - |
| dc.identifier.volume | 357 | - |
| dc.identifier.issue | 11 | - |
| dc.identifier.spage | 2485 | - |
| dc.identifier.epage | 2491 | - |
| dc.identifier.eissn | 1615-4169 | - |
| dc.identifier.isi | WOS:000359324500013 | - |
| dc.identifier.issnl | 1615-4150 | - |