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- Publisher Website: 10.1016/j.tetasy.2009.02.057
- Scopus: eid_2-s2.0-65349105895
- WOS: WOS:000266526100011
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Article: Diphenylamine-derived bis-hydroxyamide catalyzed asymmetric borane reduction of prochiral ketones
Title | Diphenylamine-derived bis-hydroxyamide catalyzed asymmetric borane reduction of prochiral ketones |
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Authors | |
Issue Date | 2009 |
Citation | Tetrahedron Asymmetry, 2009, v. 20, n. 5, p. 605-609 How to Cite? |
Abstract | A series of bis-hydroxyamides were synthesized from diphenylamine-2,2′-dicarboxylic acid and chiral aminoalcohols. Their catalytic activity in asymmetric borane reduction was investigated. After the fine optimization of solvents, temperature, amount of borane complex, and the length of catalyst generating period, good to excellent yields (55-99%) and enantioselectivities (79-97% ee) can be achieved in the reduction of aromatic and alkyl prochiral ketones. A transition state structure was proposed on the basis of absolute configuration and controlled experiment. © 2009 Elsevier Ltd. All rights reserved. |
Persistent Identifier | http://hdl.handle.net/10722/291893 |
ISSN | 2016 Impact Factor: 2.126 2020 SCImago Journal Rankings: 0.396 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Wang, Jin | - |
dc.contributor.author | Liu, Han | - |
dc.contributor.author | Du, Da Ming | - |
dc.date.accessioned | 2020-11-17T14:55:20Z | - |
dc.date.available | 2020-11-17T14:55:20Z | - |
dc.date.issued | 2009 | - |
dc.identifier.citation | Tetrahedron Asymmetry, 2009, v. 20, n. 5, p. 605-609 | - |
dc.identifier.issn | 0957-4166 | - |
dc.identifier.uri | http://hdl.handle.net/10722/291893 | - |
dc.description.abstract | A series of bis-hydroxyamides were synthesized from diphenylamine-2,2′-dicarboxylic acid and chiral aminoalcohols. Their catalytic activity in asymmetric borane reduction was investigated. After the fine optimization of solvents, temperature, amount of borane complex, and the length of catalyst generating period, good to excellent yields (55-99%) and enantioselectivities (79-97% ee) can be achieved in the reduction of aromatic and alkyl prochiral ketones. A transition state structure was proposed on the basis of absolute configuration and controlled experiment. © 2009 Elsevier Ltd. All rights reserved. | - |
dc.language | eng | - |
dc.relation.ispartof | Tetrahedron Asymmetry | - |
dc.title | Diphenylamine-derived bis-hydroxyamide catalyzed asymmetric borane reduction of prochiral ketones | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1016/j.tetasy.2009.02.057 | - |
dc.identifier.scopus | eid_2-s2.0-65349105895 | - |
dc.identifier.volume | 20 | - |
dc.identifier.issue | 5 | - |
dc.identifier.spage | 605 | - |
dc.identifier.epage | 609 | - |
dc.identifier.eissn | 1362-511X | - |
dc.identifier.isi | WOS:000266526100011 | - |
dc.identifier.issnl | 0957-4166 | - |