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- Publisher Website: 10.1021/ol702003x
- Scopus: eid_2-s2.0-36348935182
- PMID: 17924637
- WOS: WOS:000250673000014
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Article: Asymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes
Title | Asymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes |
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Authors | |
Issue Date | 2007 |
Citation | Organic Letters, 2007, v. 9, n. 23, p. 4725-4728 How to Cite? |
Abstract | (Chemical Equation Presented) The first catalytic asymmetric Friedel-Crafts reaction of 2-methoxyfuran with nitroalkenes was developed under the catalysis of diphenylaminetethered bis(oxazoline)-Zn(OTf)2 complexes. The reaction conditions and ligands were optimized, and the scope of the reaction was tested by varying the nitroalkenes. For most of aromatic and heteroaromatic nitroalkenes, good yields and high enantioselectivities (86-96% ee) were obtained. The methoxyfuran group in the product can be transformed to carboxylic acid via oxidative fragmentation with full retention of the configuration. © 2007 American Chemical Society. |
Persistent Identifier | http://hdl.handle.net/10722/291795 |
ISSN | 2023 Impact Factor: 4.9 2023 SCImago Journal Rankings: 1.245 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Liu, Han | - |
dc.contributor.author | Xu, Jiaxi | - |
dc.contributor.author | Du, Da Ming | - |
dc.date.accessioned | 2020-11-17T14:55:08Z | - |
dc.date.available | 2020-11-17T14:55:08Z | - |
dc.date.issued | 2007 | - |
dc.identifier.citation | Organic Letters, 2007, v. 9, n. 23, p. 4725-4728 | - |
dc.identifier.issn | 1523-7060 | - |
dc.identifier.uri | http://hdl.handle.net/10722/291795 | - |
dc.description.abstract | (Chemical Equation Presented) The first catalytic asymmetric Friedel-Crafts reaction of 2-methoxyfuran with nitroalkenes was developed under the catalysis of diphenylaminetethered bis(oxazoline)-Zn(OTf)2 complexes. The reaction conditions and ligands were optimized, and the scope of the reaction was tested by varying the nitroalkenes. For most of aromatic and heteroaromatic nitroalkenes, good yields and high enantioselectivities (86-96% ee) were obtained. The methoxyfuran group in the product can be transformed to carboxylic acid via oxidative fragmentation with full retention of the configuration. © 2007 American Chemical Society. | - |
dc.language | eng | - |
dc.relation.ispartof | Organic Letters | - |
dc.title | Asymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/ol702003x | - |
dc.identifier.pmid | 17924637 | - |
dc.identifier.scopus | eid_2-s2.0-36348935182 | - |
dc.identifier.volume | 9 | - |
dc.identifier.issue | 23 | - |
dc.identifier.spage | 4725 | - |
dc.identifier.epage | 4728 | - |
dc.identifier.isi | WOS:000250673000014 | - |
dc.identifier.issnl | 1523-7052 | - |