李春葆
有机合成方法学的研究
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- 姓名:李春葆
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学术头衔:
博士生导师
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学科领域:
有机化学
- 研究兴趣:有机合成方法学的研究
李春葆 男 ,1959年8月生,博士,教授 。2003 天津大学化学系教授1995 天津大学化学系副教授1994 新加坡国立大学化学系助研1993 加拿大阿尔伯特大学化学系博士后1993 苏黎士大学有机化学研究所博士本研究组致力于有机合成方法学的研究,近年来已取得多项研究成果,如DMSO在HBr催化作用下将苄醇氧化为醛的新反应, 其产率与Swern 反应相近,其操作则简单得多,不必低温和无水操作。其他的合成方法的研究包括,由醛或酮与羟胺和卤代烃一锅形成肟醚的新方法;由路易斯酸催化的Fe或Al将叠氮化合物还原成胺的新方法;烯丙基醚的去烯丙基新合成方法;葫芦脲类分子夹的新合成方法(待发表); 卤代烷氧化为醛或酮的绿色新反应(为苄卤的第一个绿色氧化反应);由醇氧化为醛或酮的绿色新反应, 由此首次发现了过氧矾酸的亲核氧化双重作用, 丰富了有机化学学科的内容。同时与工业界合作,如设计了医药中间体1-氰基四氢萘的新的实用合成路线。
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李春葆, 李春葆*, 赵春常, 李楠, 王永慧
天津寄存学学报,1999,32(6):762~764,-0001,():
-1年11月30日
醛1由NaBH4,和催化氢化得醇3, 经Mitsunobu反应由3合成4,4用光气处理生成异氰酸酯5,在碱的作用下,糖肟6与5缩合生成7,用氨处理并用AcSH还原酰化得目标化合物9,从葡萄糖和醛1出发,经过11步合成9,一个机关报的尿烷型化合物,所有的新化合物均由无素分析、红外光谱、核磁共振谱和质谱确定结构。
葡萄糖, (, E-3-(, 2-硝基苯基), 丙烯醛, 尿烷型化合物
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【期刊论文】14. A New Synthesis of Benzylidene Acetals1)
李春葆, by chubao Li and Andrea Vasella*
HELVETICA CHIMICA ACTA-Vol. 76 (1993),-0001,():
-1年11月30日
Aryl-halo-diazirines react under basic conditions with 1.3-cis-, 1.2-cis-, and 1.2-trans-diols to give acetals, Yieldsd are high. Diastereoselectivities depend upon the diol and upon the reaction conditions. Thus, reaction of the 1.3-cis-diol 1 (Schemel) with 2 gave 3 as a single diastereoisomer. The 1.2-cis-diols-4 and 7 led to the endo-and exo-acetals 5/6 (93:7) and 8/9 (ca. 10:1), respectively. The 1,2-trabs-diol 10, 16, and 19 reacted with 2 to afford 11/12 (19:10), 17/18 (1:1), and 20/21 (6:1), respectively. Reaction of the (4-nitrophenyl) diazirine 13 with 10 at higher temperatures yielded 14/15 (6:4). The uracil moiety, the acetamido group, and the enol-ether moiety are compatible with the reaction conditions. The diastereoselectivity is rationalized on the basis of a reaction sequence involving alkoxy-halogen exchange, which is regioselective or not. thermolysis of the ensuing alkoxydiazirine (s). protonation of the alkoxycarbene to form an (E)-configurated oxycarbenium ion, and attack of the neighboring oxy or hydroxy group, which is only possible for a limited range of conformers.
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李春葆
,-0001,():
-1年11月30日
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李春葆, Chunbao Li, , *, Hang Zhang, Yi Cui, Shuanming Zhang, Zheuan Zhao, Michael C.K. Choi, and Albert S.C. China
,-0001,():
-1年11月30日
Oxime ethers were synthesized in one-pot reaction from benzaldehyde or acetophenon, hydroxylamine hydrogen chloride, alkyl halides and KOH in aqueous DMSO. The reactions were completed in 15-50min with yields in 80-96%.
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李春葆, Chunbao Li*
,-0001,():
-1年11月30日
The title compound (C19H25NO4, Mr = 331.40) was synthesized and its crystal structure was determined by single-crystal X-ray structure analysis. The compound belongs to space group P212121 with a = 7.738(2), b = 10.131(2), c = 21.535(4) Å, V = 1688.3(6) Å3 and Z = 4. The final R and wR factors are 0.0557 and 0.1489, respectively, for 2936 (I > 2σ(I)) independent observable reflections. The result shows that the title compound is a tetracyclic alkaloid with four chiral centers, and the absolute configuration of the newly formed one is 6S. The piperidine ring is in chair conformation, while the other two aliphatic rings are in twist boat conformation. The title compound was the mainly isolated reduction product, which means that the hydrogen anion attacks the carbonyl group at the opposite side away from the phenyl group because of its steric effect.
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【期刊论文】Reduction of Azides to Amines or Amides Using Fe/AlCl3 or Fe/BiCl3 System in Aqueous EtOH
李春葆, Chunbao Li*
,-0001,():
-1年11月30日
A wide variety of azides were efficiently reduced to the corresponding amines or amides in excellent yields and high reaction rates with Fe/AlCl3.6H2O or Fe/BiCl3 system in H2O/ethanol (2:1) at room temperature.
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【期刊论文】Reduction of Azides to Amines with New Metal /Lewis Acid Systems in H2O or Aqueous EtOH
李春葆, Chunbao Li*
,-0001,():
-1年11月30日
The azides were reduced to the corresponding amines by two new metal/Lewis acid systems in water or in aqueous EtOH in yields ranging from 80%-95%. The reaction rates were faster in water than in aqueous EtOH in most cases. All 16 azides with different functional groups were well reduced to the corresponding amines in excellent yields and reaction rates.
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【期刊论文】A Convenient and Efficient Deallylation Procedure
李春葆, Chunbao Li*
,-0001,():
-1年11月30日
In the presence of NaBH4/BF3, allyl ethers underwent deallylation to the corresponding alcohols or phenols in good yield and high reaction rate.
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李春葆, Chunbao Li*
,-0001,():
-1年11月30日
Oxidation of benzyl alcohols to the corresponding aldehydes was achieved by an acid catalyzed DMSO oxidation. When the oxidation was catalyzed by HBr, no side products were detected. In most cases, the yields were excellent. The oxidation rate depends on both the nature and the position of the substituents on the aromatic rings. A tentative mechanism is proposed for the oxidation.
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李春葆, Chunbao Li*
,-0001,():
-1年11月30日
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