手性席夫碱-锌配合物催化1-乙炔基环己烯对芳香族和杂芳香族酮的不对称加成反应。
Asymmetric addition of 1-ethynylcyclohexene to both aromatic and heteroaromatic ketones catalyzed by a chiral Schiff base-zinc complex.
作者信息
Wang Quan, Zhang Bangzhi, Hu Guowen, Chen Chao, Zhao Qinyang, Wang Rui
机构信息
Department of Biochemistry and Molecular Biology, School of Life Sciences, and State key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China.
出版信息
Org Biomol Chem. 2007 Apr 21;5(8):1161-3. doi: 10.1039/b702069d. Epub 2007 Mar 9.
DOI:10.1039/b702069d
PMID:17406711
Abstract
The evaluation of a chiral Schiff base ligand in the zinc-catalyzed asymmetric addition of 1-ethynylcyclohexene to both aromatic and heteroaromatic ketones is reported (with up to 83% enantioselectivity and up to 88% isolated yield).
摘要
本文报道了一种手性席夫碱配体在锌催化的1-乙炔基环己烯与芳香族和杂芳香族酮的不对称加成反应中的评估（对映选择性高达83%，分离产率高达88%）。
相似文献
1
Asymmetric addition of 1-ethynylcyclohexene to both aromatic and heteroaromatic ketones catalyzed by a chiral Schiff base-zinc complex.
Org Biomol Chem. 2007 Apr 21;5(8):1161-3. doi: 10.1039/b702069d. Epub 2007 Mar 9.
2
Direct asymmetric aldol reaction of aryl ketones with aryl aldehydes catalyzed by chiral BINOL-derived zincate catalyst.
J Org Chem. 2008 Sep 19;73(18):7398-401. doi: 10.1021/jo801182n. Epub 2008 Aug 14.
3
Addition of alkynes to aldehydes and activated ketones catalyzed by rhodium-phosphine complexes.
J Org Chem. 2007 Dec 7;72(25):9590-6. doi: 10.1021/jo701643h. Epub 2007 Nov 14.
4
Catalytic asymmetric addition of alkylzinc and functionalized alkylzinc reagents to ketones.
J Org Chem. 2005 Jan 21;70(2):448-55. doi: 10.1021/jo048683e.
5
Cationic palladium complex catalyzed highly enantioselective intramolecular addition of arylboronic acids to ketones. A convenient synthesis of optically active cycloalkanols.
J Am Chem Soc. 2006 Dec 27;128(51):16504-5. doi: 10.1021/ja0672425.
6
Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL.
Chem Commun (Camb). 2008 May 28(20):2343-5. doi: 10.1039/b802441c. Epub 2008 Apr 17.
7
Highly enantioselective hydrogenation of alpha-arylmethylene cycloalkanones catalyzed by iridium complexes of chiral spiro aminophosphine ligands.
J Am Chem Soc. 2010 Apr 7;132(13):4538-9. doi: 10.1021/ja100652f.
8
CuH-catalyzed reactions.
Chem Rev. 2008 Aug;108(8):2916-27. doi: 10.1021/cr0684321. Epub 2008 Jul 11.
9
Nickel-catalyzed enantioselective alkylative coupling of alkynes and aldehydes: synthesis of chiral allylic alcohols with tetrasubstituted olefins.
J Am Chem Soc. 2008 Oct 29;130(43):14052-3. doi: 10.1021/ja805296k. Epub 2008 Oct 4.
10
Highly enantioselective vinyl additions of vinylaluminum to ketones catalyzed by a titanium(IV) catalyst of (S)-BINOL.
Org Lett. 2009 Feb 5;11(3):499-502. doi: 10.1021/ol801999u.
引用本文的文献
1
The Enantioselective Addition of Alkyne Nucleophiles to Carbonyl Groups.
Adv Synth Catal. 2009 May;351(7-8). doi: 10.1002/adsc.200800776.
Zotero 插件