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Synthesis of chiral cyclohexane-backbone P,N-ligands derived from pyridine and their applications in asymmetric catalysis
Liu, Qi-Bin; Zhou, Yong-Gui
刊名TETRAHEDRON LETTERS
2007-03-19
DOI10.1016/j.tetlet.2007.01.123
48期:12页:2101-2104
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]PHOSPHINITE-OXAZOLINE LIGANDS ; ENANTIOSELECTIVE HYDROGENATION ; DIASTEREOMERIC DERIVATIVES ; IRIDIUM COMPLEXES ; P,N LIGANDS ; OLEFINS ; ALCOHOLS ; EXTRACTION ; SEPARATION ; RESOLUTION
英文摘要P,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.
语种英语
WOS记录号WOS:000244995400011
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被引频次:17[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/140645
专题中国科学院大连化学物理研究所
作者单位Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China
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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.
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