1256554-07-0Relevant articles and documents
Biphenyl-Based Bis(thiourea) Organocatalyst for Asymmetric and syn -Selective Henry Reaction
Otevrel, Jan,Bobal, Pavel
, p. 593 - 603 (2017)
A scalable, efficient and chromatography-free synthesis of a new enantiopure C 2-symmetric bis(thiourea) catalyst was accomplished from a readily available starting material. The developed strategy could be conducted on a multi-gram scale. Both the prepared enantiomers of the bis(thiourea) organocatalyst have been tested in the asymmetric Henry reaction under thoroughly optimized conditions during which an unusual solvent effect on enantioselectivity was found. The corresponding adducts were obtained in excellent yields with good to excellent enantioselectivities. The achieved high reactivity and enantioselectivity in the nitroaldol reaction of nitroalkanes with aromatic aldehydes suggests promising potential for this catalyst. Moreover, a significant syn-diastereoselectivity was observed.
Asymmetric Cu-catalyzed Henry reaction using chiral camphor Schiff bases immobilized on a macromolecular chain
Zhang, Kaihua,Sun, Jialin,Xu, Jingwen,Li, Gaoqiang,Xu, Feng
, p. 1819 - 1824 (2019/06/18)
Immobilized catalysts have attracted chemists’ attention for long time because of convenient recycling, which is very important for some special catalyst even immobilizations accompanying the decrease of catalytic activity and selectivity. Our group focus
Isosteric expansion of the structural diversity of chiral ligands: Design and application of proline-based N,N′-dioxide ligands for copper-catalyzed enantioselective Henry reactions
Gao, En,Li, Meng,Duan, Lili,Li, Lin,Li, Yue-Ming
supporting information, (2019/08/16)
Chiral N,N′-dioxide catalysts were designed based on isosteric approach. Using L-Proline as the starting material, a variety of chiral N,N′-dioxide ligands were obtained via conventional functional group transformations and were utilized in asymmetric Henry reactions between nitromethane and aromatic aldehydes. Using the N,N′-dioxide-copper(II) complexes as the catalysts, asymmetric Henry reaction produced the corresponding β-nitroalcohols in up to 66% yields and up to 83% ee's under mild conditions. The reactions were easy to carry out, and special care such as air or moisture-free conditions was not required.
Copper-bearing chirality helical coordination polymer and preparation method and application thereof
-
Paragraph 0025; 0026; 0027, (2016/11/21)
The invention discloses a copper-bearing chirality helical coordination polymer and a preparation method and application thereof. The chemical formula is {[Cu (R,R-cdpa) (H2O)2].2NO3. 2H2O}. The preparation method comprises the steps of adding 5 mL of methanol solution into copper dinitrate-water(1/3) and R,R-cdpa to be mixed to obtain suspension liquid and enabling the suspension liquid to stand at room temperature to obtain the copper-bearing chirality helical coordination polymer. The copper-bearing chirality helical coordination polymer has the advantages that a double chelate ligand R,R-cdpa based on chiraity cyclohexanediamine and Cu (II) are utilized to prepare a one-dimensional helical coordination polymer, and the coordination polymer has a right hand 31 helical structure and has second-order non-linear optical activity. The preparing technology is simple, a complex synthesis device is not needed, the production cost is reduced, and the prepared coordination polymer can be applied to asymmetric Henry reaction of aromatic aldehyde and nitromethane.
A right hand spiral coordination polymer and its preparation method and application (by machine translation)
-
Paragraph 0022; 0023; 0024; 0025; 0026; 0027; 0028, (2016/10/20)
The invention discloses a right-hand spiral coordination polymer and its preparation method and application, its chemical formula is {[ cu (R, R-cdea) (H 2 O)]. 2NO 3. 2H 2 O} n, the preparation method includes the cu (NO 3) 2 · 3H 2 O and R, R-cdea by adding 5 ml of methanol solution, prepared by suspension, the suspension after standing at room temperature, that is, right hand spiral coordination polymer prepared. For the advantages of: the invention is based on the double of the diamine chiral link oneself chelating ligand R, with R-cdea cu (II) construct the one-dimensional spiral coordination polymer, with the same right hand 3 1 spiral structure, and with second-order non-linear optical activity; at the same time, simple preparation process of the present invention, does not need complex synthesis apparatus, reduce the production cost; in addition, preparation of the complex polymer can be applied to the aromatic aldehyde with nitromethane asymmetric henly reaction. (by machine translation)
Right-handed 4 helix coordination polymer and its preparation method and use
-
Paragraph 0022; 0023; 0024; 0025; 0026; 0027, (2016/11/28)
The invention discloses a right-handed 4 helix coordination polymer and its preparation method and use. The right-handed 4 helix coordination polymer has a chemical formula of {[Cu(R, R-cdmp)(H2O)]. 2NO3. 2H2O}n. The preparation method comprises add
Annular chiral coordination polymer, a preparation method and applications
-
Paragraph 0025; 0026; 0029, (2017/02/09)
The invention discloses an annular chiral coordination polymer, a preparation method and applications. The chemical formula is [Cu3(R,R-cdpa)3(CH3OH)3].6ClO4.3CH3OH. The preparation method comprises steps: Cu(ClO4)2.6H2O and R,R-cdpa are added in 8mL of a
Asymmetric Henry reaction catalyzed by Cu(II)-based chiral amino alcohol complexes with C2-symmetry
Lu, Gonghao,Zheng, Fei,Wang, Lei,Guo, Yuxin,Li, Xue,Cao, Xianjun,Wang, Cuiping,Chi, Haijun,Dong, Yan,Zhang, Zhiqiang
, p. 732 - 739 (2016/07/29)
A series of chiral amino alcohol ligands was prepared using commercial amino alcohols and phthalaldehydes. These ligands were used as catalysts in asymmetric Henry reactions in the presence of Cu(II) ions giving good yields (up to 97%) and enantiomeric excesses (ee, up to 98%). The DFT calculations showed the effect of the trans/cis configurations of the Cu-complexes on the origin of enantioselectivity. The easy catalyst preparation, mild reaction conditions, high yields and excellent enantioselectivities make these catalysts suitable for widespread use.
Camphor Schiff base, and preparation method and application thereof
-
Page/Page column 0037; 0038; 0039, (2017/01/02)
The invention discloses camphor Schiff base, and a preparation method and application of the camphor Schiff base. A structural formula of the camphor Schiff base is as shown in the description. The preparation method the camphor Schiff base comprises the
Cu-catalyzed asymmetric Henry reaction promoted by chiral camphor Schiff bases
Jiao, Tangqian,Tu, Jingxuan,Li, Gaoqiang,Xu, Feng
, p. 56 - 62 (2016/03/04)
Five novel chiral camphor Schiff bases have been synthesized and utilized as ligands in asymmetric Henry reaction between nitromethane and aldehydes. The diastereoisomeric Schiff bases 5a and 5a' were separated successfully and gave completely different a