New chiral monophosphite ligands containing BINOL and/or H8-BINOL bearing adamantyl substituents: effect of ligand scaffold on the enantioselective 1,4-conjugate addition of diethylzinc to cyclic enones | |
Department | 羰基合成与选择氧化国家重点实验室 |
Wan B(万博); Fuk Yee Kwong; Wang LL(王来来); Xu LJ(徐丽金); Zhao QL(赵庆鲁); Xing AP(邢爱萍) | |
2011 | |
Source Publication | Chin. J. Catal. |
ISSN | 1872-2067 |
Volume | 32Pages:80-85 |
Abstract | A series of new bulky monophosphite ligands were synthesized from axially chiral BINOL/H8-BINOL (BINOL: 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol) and highly sterically hindered adamantylcarbonyl chloride. The effectiveness of these ligands was evaluated by the Cu-catalyzed asymmetric 1,4-conjugate addition of diethylzinc to cyclic enones with enantioselectivities of up to 79% ee. The results showed that a ligand structure comprising a partially hydrogenated 2,2-(1,1-binaphthyl)phosphite scaffold and an adamantyl moiety was effective in improving the enantioselectivity. |
Keyword | Phosphite Ligand Enantioselective 1 Copper Salt 4-conjugate Addition Cyclic Enone Adamantyl H8-binaphtyl |
Subject Area | 有机功能材料 |
Funding Organization | the National Natural Science Foundation of China (20343005, 20473107, 20673130, 20773147) |
Indexed By | SCI |
Language | 英语 |
Funding Project | 有机功能材料研究组 |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/342 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Wang LL(王来来) |
Recommended Citation GB/T 7714 | Wan B,Fuk Yee Kwong,Wang LL,et al. New chiral monophosphite ligands containing BINOL and/or H8-BINOL bearing adamantyl substituents: effect of ligand scaffold on the enantioselective 1,4-conjugate addition of diethylzinc to cyclic enones[J]. Chin. J. Catal.,2011,32:80-85. |
APA | 万博,Fuk Yee Kwong,王来来,徐丽金,赵庆鲁,&邢爱萍.(2011).New chiral monophosphite ligands containing BINOL and/or H8-BINOL bearing adamantyl substituents: effect of ligand scaffold on the enantioselective 1,4-conjugate addition of diethylzinc to cyclic enones.Chin. J. Catal.,32,80-85. |
MLA | 万博,et al."New chiral monophosphite ligands containing BINOL and/or H8-BINOL bearing adamantyl substituents: effect of ligand scaffold on the enantioselective 1,4-conjugate addition of diethylzinc to cyclic enones".Chin. J. Catal. 32(2011):80-85. |
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