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Synthesis and Application of Hexamethyl-1,1′-spirobiindane-Based Phosphine-Oxazoline Ligands in Ni-Catalyzed Asymmetric Arylation of Cyclic Aldimines
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-03-19 00:00:00 , DOI: 10.1021/acs.joc.8b00422
Weiye Sun 1 , Haorui Gu 1 , Xufeng Lin 1
Affiliation  

With the vastly increasing applications of chiral phosphine-oxazoline (PHOX) hybrid ligands in various transition-metal-catalyzed reactions, novel PHOX ligands bearing innovative backbones are highly valuable and in great demand. This study describes the development of a new type of chiral PHOX ligands based on a hexamethyl-1,1′-spirobiindane scaffold and incorporating both a phosphine and an oxazoline moiety. The optimal ligand provided high yields and excellent enantioselectivities for the Ni-catalyzed asymmetric arylation of cyclic N-sulfonyl imines with arylboronic acids leading to chiral amines.

中文翻译:

六甲基-1,1'-螺双茚满基膦-恶唑啉配体的合成及在镍催化的环亚胺类不对称芳基化反应中的应用

随着手性膦-恶唑啉(PHOX)杂化配体在各种过渡金属催化的反应中的广泛应用,带有创新骨架的新型PHOX配体具有很高的价值,并且需求量很大。这项研究描述了一种基于六甲基-1,1'-螺双茚满骨架并结合有膦和恶唑啉部分的新型手性PHOX配体的开发。最佳的配体为Ni催化的N-磺酰基亚胺与芳基硼酸的不对称芳基化反应提供了高收率和出色的对映选择性,从而形成了手性胺。
更新日期:2018-03-19
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