周正洪
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- 姓名:周正洪
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学术头衔:
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学科领域:
勘查地质学
- 研究兴趣:
周正洪,男,1993年毕业于四川师范学院化学系获学士学位,1998年于南开大学化元素有机化学有机所获有机化学专业博士学位。1998年7月至今于南开大学元素所任教,先后主讲研究生《农药化学》课程和药学系本科生《有机化学》基础课;主要从事不对称合成及杂原子有机化学的研究工作。2005年获中国化学会“青年化学奖”,2005获天津市自然科学三等奖。近年来主持国家自然科学基金三项,参与多项国家基金委、教育部及国际合作项目,迄今己发表研究论文70余篇,其中SCI收录论文60余篇。论文已被他人引用200余次。
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428
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成果数
10
周正洪, Zhuohong Yang, Zhenghong Zhou, Ke He, Lixin Wang, Guofeng Zhao, Qilin Zhou and Chuchi Tang
Tetrahedron: Asymmetry 14 (2003) 3937-3941,-0001,():
-1年11月30日
Some new chiral cyclic o-hydroxylarylphosphonodiamides were synthesized from (−)-α-phenylethylamine and found to be efficient ligands for the Ti(OPr-i )4 catalyzed asymmetric trimethylsilylcyanation of aromatic aldehydes. Corresponding cyanohydrins were obtained in good chemical yield and enantiomeric excesses up to 90%.
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周正洪, Ke He, Zhenghong Zhou, Lixin Wang, Kangying Li, Guofeng Zhao, Qilin Zhou and Chuchi Tang
Tetrahedron 60 (2004) 10505-10513,-0001,():
-1年11月30日
Some new chiral bifunctional o-hydroxyarylphosphonodiamides were synthesized starting from (+)-cis-1,2,2-trimethylcyclopentane-1,3-diamine and the absolute configuration of the phosphorus atom was determined by X-ray diffraction analysis. Excellent enantioselectivity (up to 98% ee) was achieved in asymmetric silylcyanation of aromatic aldehydes using a chiral titanium complex formed in situ from Ti(OiPr)4 and o-hydroxyarylphosphonodiamide as the catalyst.
Chiral cyclophosphonodiamide, Asymmetric silylcyanation, Catalysis, Enantioselectivity, Aromatic aldehyde
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周正洪, Zhou Zhenghong, Tang Yilong, Wang Lixin, Zhao Guofeng, Zhou Qilin, Tang Chuchi
SYNTHESIS 2004, No. 2, pp. 0217-0220,-0001,():
-1年11月30日
α-Disubstituted pyrrolidine-2-methanols were synthesized starting from L-proline and their application as chiral auxiliary in the asymmetric NaBH4 reduction of α,β-unsaturated triazolyl ketones was investigated. The corresponding α,β-unsaturated triazolyl alcohol derivatives (Uniconazole and Diniconazole) were obtained in good chemical yields with high ee values (up to 93%).
triazoles, L-proline, asymmetric reduction
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周正洪, Ke He, Zhenghong Zhou, Lixin Wang, Kangying Li, Guofeng Zhao, Qilin Zhou, Chuchi Tang
SYNLETT 2004, No. 9, pp. 1521-1524,-0001,():
-1年11月30日
A new chiral cyclic o-hydroxynaphthylphosphonodiamide (+)-2 was synthesized starting from (+)-cis-1,2,2-trimethylcyclopentane-1,3-diamine. The absolute configuration of phosphorus atom was determined as S by X-ray diffraction analysis. Excellent enantioselectivity (up to 98.3% ee) was achieved in asymmetric silylcyanation of aromatic aldehydes using a chiral titanium complex prepared in situ from Ti(Oi-Pr)4 and (+)-2 as the catalyst.
chiral phosphonodiamide, asymmetric silylcyanation, catalysis, enantioselectivity, aromatic aldehyde
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周正洪, Hongying Tang, Guofeng Zhao, Zhenghong Zhou, Qilin Zhou and Chuchi Tang
Tetrahedron Letters 47 (2006) 5717-5721,-0001,():
-1年11月30日
A chiral benzodiazepine derivative 1 was synthesized starting from o-nitrobenzoyl chloride and methyl L-prolinate hydrochloride. Diastereomeric (1R,2R,1’S)-(+)-2-[N-methyl-N-(α-phenylethyl)amino]cyclohexanol 3a and (1S,2S,1’S)-(+)-2-[N-methyl-N-(α-phenylethyl)amino]cyclohexanol 3b were synthesized starting from (S)-α-phenylethylamine and cyclohexene oxide via ringopening, diastereomer separation and N-methylation. (S,S)-octahydrodipyrrolo[1,2-a:1’,2’-d]pyrazin 5 was synthesized from methyl L-prolinate. Chiral tertiary amines 1, 3a, 3b and 5 almost cannot catalyze the Baylis–Hillman reaction between o-nitrobenzaldehyde and methyl vinyl ketone (MVK). However, they functioned as efficient catalysts for this reaction in the presence of L-proline. The corresponding adducts were obtained in good yields with enantioselectivity of 83% ee, 81% ee, 51% ee and 66% ee, respectively.
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周正洪, Zhenghong Zhou, Zhaoming Li, Wang Quanyong, Bing Liu, Kangying Li, Guofeng Zhao, Qilin Zhou, Chuchi Tang
Journal of Organometallic Chemistry 691 (2006) 5790-5797,-0001,():
-1年11月30日
A series of chiral bis-Schiff bases were synthesized starting from (1R,2R)-(+)-diaminocyclohexane, (+)-cis-1,2,2-trimethyl-1,3-diaminocyclopentane, (R)-2,2’-diamino-1,1’-binaphthalene, and (1S,2S)-diphenyl-1,2-ethanediamine. The enantioselective ring-opening of meso epoxides with dithiophosphorus acids catalyzed by a (salen)Ti(IV) complex formed in situ upon the treatment of Ti(OPr-i)4 and the aforementioned chiral Schiff base was realized. The resulting products were obtained with low to good enantioselectivities (up to 73% ee). The (salen)Ti(IV) complex containing the backbone of 1,2-diaminocyclohexane exhibited the best enantioselectivity. The substituents in dithiophosphorus acids and those on the salen aromatic ring have a significant influence on the reaction. Moderate enantioselectivity were obtained for the (salen)Ti(IV) complex catalyzed ring-opening of racemic monosubstituted epoxides. High regioselectivity was observed for the alkyl substituted epoxides, whereas poor regioselectivity was obtained for the aryl substituted ones.
(, Salen), Ti(, IV), complex, Asymmetric ring-opening, Epoxide, Dithiophosphorus acid
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周正洪, Hongying Tang, Peng Gao, Guofeng Zhao, Zhenghong Zhou, Liangnian He, Chuchi Tang
Catalysis Communications 8 (2007) 1811-1814,-0001,():
-1年11月30日
(1R,2R)-(—)-2-Dimethylamino-1-(4-nitrophenyl)-1,3-propanediol (2) was prepared starting from the readily available precursor of antibiotics chloramphenicol. The combination of compound 2 and L-proline have been found to be an efficient cocatalyst for the asymmetric Morita-Baylis-Hillman (MBH) reaction between methyl vinyl ketone (MVK) and aromatic aldehydes. The corresponding adducts were formed in reasonable chemical yields with good enantioselectivities (up to 82% ee). Performance of parallel cocatalytic reactions with chiral amine 2 and the two enantiomers of proline revealed that it is the proline stereochemistry that determines the configuration of the newly formed chiral center.
(, 1R,, 2R), -(, —), -2-Dimethylamino-1-(, 4-nitrophenyl), -1,, 3-propanediol, Cocatalyst, Asymmetric Morita-Baylis-Hillman reaction, Enantioselectivity
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【期刊论文】Distinct chemoselectivity in the reaction of N-(thio)phosphoryl imines with diethylzinc
周正洪, Xinpeng Ma, Xinyuan Xu, Chungui Wang, Guofeng Zhao, Zhenghong Zhou, Chuchi Tang
Journal of Organometallic Chemistry 692 (2007) 3685-3690,-0001,():
-1年11月30日
This report describes the reaction of N-(thio)phosphoryl imines with diethylzinc under different conditions. An interesting and distinct chemoselectivity between hydrogen-addition and ethyl-addition to imine double bond is disclosed: in weakly polar solvent, e.g. toluene, N-(thio)phosphoryl imines were exclusively reduced in excellent yields via a β-H transfer from diethylzinc to imine double bond; in polar solvents like THF, the reduction product was competitively formed as a major product together with the minor product resulting from ethyl-addition to imine double bond; in sharp contrast, in the presence of strong coordinative additive N,N,N0,N0-tetramethylethylenediamine (TMEDA), the ethylation product was formed exclusively from the reaction of N-(thio)phosphoryl imine with diethylzinc. These results are discussed and explained in terms of the coordination interactions between the imine, solvent, and additive with diethylzinc.
(, Thio), phosphorylimine, (, Thio), phosphinoylimine, Phosphonylimine, Diethylzinc, Reduction, Alkylation
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周正洪, Xinyuan Xu, Chungui Wang, Zhenghong Zhou, Xiaofang Tang, Zhengjie He, and Chuchi Tang
Eur. J. Org. Chem. 2007, 4487-4491,-0001,():
-1年11月30日
In the presence of an effective air-stable nucleophilic trialkylphosphane orgaocatalyst, 1,3,5-triaza-7-phosphaadamantane, N-diethoxythiophosphorylimines 1 and N-diphenylthiophosphinoylimines 2 exhibited good reactivity in the methyl vinyl ketone or methyl acrylate based aza-Morita–Baylis–Hillman reaction. The corresponding products were obtained in fair-to-excellent chemical yields. Moreover, the chiral-imine-induced diastereoselective aza-MBH reaction was also realized with 90% de. This reaction provides a convenient method for the synthesis of synthetically valuable α-methylene-β-amino ketone or acid derivatives.
Imines, Alkenes, Aza-Morita–Baylis–Hillman reaction, Ketones
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周正洪, Zebing Zeng, Guofeng Zhao, Peng Gao, Hongying Tang, Bo Chen, Zhenghong Zhou, Chuchi Tang
Catalysis Communications 8 (2007) 1443-1446,-0001,():
-1年11月30日
A novel chiral salen ligand (R,R)-2 was synthesized through the condensation of (R,R)-11,12-diamino-9,10-dihydro-9,10-ethanoanthracene and 3,5-di-tert-butylsalicylaldehyde. The (salen)Ti(IV) complex formed in situ upon the treatment of ligand 2 and Ti(OPr-i)4 was proved to be an efficient catalyst for the asymmetric trimethylsilylcyanation of aldehydes. The corresponding cyanohydrins were obtained in high yields (75-97%) with moderate to good enantioselectivities (48-76%).
Chiral (, salen), Ti(, IV), complex, Asymmetric silylcyanation, Enantioselectivity, Aldehydes
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