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手性四氧杂杯[2]芳烃[2]三嗪衍生物催化蒽酮的对映选择性迈克尔反应。

Enantioselective Michael reaction of anthrone catalyzed by chiral tetraoxacalix[2]arene[2]triazine derivatives.

作者信息

Genc Hayriye Nevin

机构信息

Department of Science Education, A. K. Education Faculty, Necmettin Erbakan University Konya 42090 Turkey

出版信息

RSC Adv. 2019 Jul 5;9(36):21063-21069. doi: 10.1039/c9ra03029h. eCollection 2019 Jul 1.

DOI:10.1039/c9ra03029h
PMID:35515554
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9065986/
Abstract

A highly enantioselective Michael addition reaction of anthrone with nitroalkenes by chiral tetraoxacalix[2]arene[2]triazine catalysts was investigated as a novel topic. The stereoselective conversion progressed smoothly by employing 10 mol% of the catalyst and afforded the corresponding Michael adducts with acceptable to high enantioselectivities (up to 97% ee) and very high yields (up to 96%).

摘要

研究了手性四氧杂杯[2]芳烃[2]三嗪催化剂催化蒽酮与硝基烯烃的高度对映选择性迈克尔加成反应这一新型课题。使用10 mol%的催化剂时,立体选择性转化顺利进行,得到相应的迈克尔加成产物,对映选择性良好至高(高达97% ee),产率非常高(高达96%)。

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本文引用的文献

1
Design, synthesis and application of chiral tetraoxacalix[2]arene[2]triazine-based organocatalysts in asymmetric Michael addition reactions.基于手性四氧杂杯[2]芳烃[2]三嗪的有机催化剂在不对称迈克尔加成反应中的设计、合成与应用
Chirality. 2019 Apr;31(4):293-300. doi: 10.1002/chir.23055. Epub 2019 Jan 31.
2
Rationally designed calix[4]arene-pyrrolotetrathiafulvalene receptors for electron-deficient neutral guests.理性设计的杯[4]芳烃-吡咯并四硫富瓦烯受体用于缺电子中性客体。
J Org Chem. 2013 May 17;78(10):4905-12. doi: 10.1021/jo400502t. Epub 2013 May 2.
3
Anion-directed assembly of a rectangular supramolecular cage in the solid state with electron-deficient phenoxylated oxacalix[2]arene[2]triazine.
阴离子导向的具有缺电子苯并[2]氧杂环[2]并[2,3-a]三嗪的矩形超分子笼在固态中的组装。
Chem Commun (Camb). 2012 Dec 4;48(93):11458-60. doi: 10.1039/c2cc36465d. Epub 2012 Oct 23.
4
Tetraazacalix[2]arene[2]triazine modified silica gel: a novel multi-interaction stationary phase for mixed-mode chromatography.四氮杂杯[2]芳烃[2]三嗪修饰硅胶:一种新型混合模式色谱用多相互作用固定相。
J Chromatogr A. 2012 Aug 17;1251:74-81. doi: 10.1016/j.chroma.2012.06.030. Epub 2012 Jun 17.
5
New oxo-bridged calix[2]arene[2]triazine stationary phase for high performance liquid chromatography.新型氧桥杯[2]芳烃[2]三嗪键合固定相高效液相色谱法。
J Chromatogr A. 2012 Feb 3;1223:72-8. doi: 10.1016/j.chroma.2011.12.031. Epub 2011 Dec 14.
6
Nitrogen and oxygen bridged calixaromatics: synthesis, structure, functionalization, and molecular recognition.氮氧桥联杯芳烃:合成、结构、功能化及分子识别。
Acc Chem Res. 2012 Feb 21;45(2):182-95. doi: 10.1021/ar200108c. Epub 2011 Aug 11.
7
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Chem Commun (Camb). 2011 Sep 14;47(34):9690-2. doi: 10.1039/c1cc11514f. Epub 2011 Jul 19.
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Synthesis and functionalization of heteroatom-bridged bicyclocalixaromatics, large molecular triangular prisms with electron-rich and -deficient aromatic interiors.杂原子桥联双环芳烃的合成与功能化,具有富电子和缺电子芳环内部的大分子量三角棱柱。
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9
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J Am Chem Soc. 2009 Jul 1;131(25):8758-9. doi: 10.1021/ja903520c.