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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 PublicationChin. J. Catal.
ISSN1872-2067
Volume32Pages:80-85
AbstractA 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.
KeywordPhosphite Ligand Enantioselective 1 Copper Salt 4-conjugate Addition Cyclic Enone Adamantyl H8-binaphtyl
Subject Area有机功能材料
Funding Organizationthe National Natural Science Foundation of China (20343005, 20473107, 20673130, 20773147)
Indexed BySCI
Language英语
Funding Project有机功能材料研究组
Document Type期刊论文
Identifierhttp://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 AuthorWang 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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