DICP OpenIR
Synthesis of chiral cyclohexane-backbone P,N-ligands derived from pyridine and their applications in asymmetric catalysis
Liu, Qi-Bin; Zhou, Yong-Gui
Source PublicationTETRAHEDRON LETTERS
2007-03-19
DOI10.1016/j.tetlet.2007.01.123
Volume48Issue:12Pages:2101-2104
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordPHOSPHINITE-OXAZOLINE LIGANDS ; ENANTIOSELECTIVE HYDROGENATION ; DIASTEREOMERIC DERIVATIVES ; IRIDIUM COMPLEXES ; P,N LIGANDS ; OLEFINS ; ALCOHOLS ; EXTRACTION ; SEPARATION ; RESOLUTION
AbstractP,N-ligands trans-4 and cis-5 with a cyclohexane backbone were easily synthesized. The key step was chiral resolution of ()-trans-2-pyridylcyclohexanols with DBTA. Enantiopure trans isomer was subjected to Mitsunobu reaction and deprotection to give the corresponding cis isomer. These ligands have been successfully used in asymmetric hydrogenation of arylalkenes with up to 93% ce using 5 and 90% ee using 4 and asymmetric allylic alkylations with up to 95% ee using 5 and 93% ee using 4. Trans and cis P,N-ligands 4 and 5 all gave the product with the same configuration. It was suggested that the absolute configuration of the product was controlled by the configuration of the stereogenic pyridyl-bearing carbon of the ligands. (c) 2007 Elsevier Ltd. All rights reserved.
Language英语
WOS IDWOS:000244995400011
Citation statistics
Cited Times:17[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/140645
Collection中国科学院大连化学物理研究所
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China
Recommended Citation
GB/T 7714
Liu, Qi-Bin,Zhou, Yong-Gui. Synthesis of chiral cyclohexane-backbone P,N-ligands derived from pyridine and their applications in asymmetric catalysis[J]. TETRAHEDRON LETTERS,2007,48(12):2101-2104.
APA Liu, Qi-Bin,&Zhou, Yong-Gui.(2007).Synthesis of chiral cyclohexane-backbone P,N-ligands derived from pyridine and their applications in asymmetric catalysis.TETRAHEDRON LETTERS,48(12),2101-2104.
MLA Liu, Qi-Bin,et al."Synthesis of chiral cyclohexane-backbone P,N-ligands derived from pyridine and their applications in asymmetric catalysis".TETRAHEDRON LETTERS 48.12(2007):2101-2104.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Liu, Qi-Bin]'s Articles
[Zhou, Yong-Gui]'s Articles
Baidu academic
Similar articles in Baidu academic
[Liu, Qi-Bin]'s Articles
[Zhou, Yong-Gui]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Liu, Qi-Bin]'s Articles
[Zhou, Yong-Gui]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.