The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Chun-jiang Wang - One of the best experts on this subject based on the ideXlab platform.
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Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with Fluorinated Imines: The Expanded Scope and Mechanism Insights
2018Co-Authors: Liang Wei, Chun-jiang WangAbstract:The mechanism of the Cu(I)/(S,Rp)-PPFOMe-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with fluorinated aldimines has been studied using labeling experiments, control experiments, and linear effect experiments, which clearly ruled out the 1,3-DC/epimerization pathways and explained the unusal exo′-selective stereochemistry. This protocol allows for the preparation of a series of highly functionalized fluorinated Imidazolidines in good yields with excellent stereoselectivities. Moreover, the current methods have been successfully extended to synthesize more challenging Imidazolidines bearing a CF3-containing quaternary stereogenic center via the endo-selective 1,3-DC of azomethine ylides with trifluorinated ketimine under identical reaction conditions
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asymmetric construction of fluorinated Imidazolidines via cu i catalyzed exo selective 1 3 dipolar cycloaddition of azomethine ylides with fluorinated imines
ChemInform, 2013Co-Authors: Liang Wei, Xuan Chen, Chun-jiang WangAbstract:An efficient method is elaborated for the asymmetric synthesis of fluorinated Imidazolidines (III) and (IX) by a 1,3-dipolar cycloaddition reaction.
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asymmetric construction of fluorinated Imidazolidines via cu i catalyzed exo selective 1 3 dipolar cycloaddition of azomethine ylides with fluorinated imines
Chemical Communications, 2013Co-Authors: Liang Wei, Xuan Chen, Chun-jiang WangAbstract:Expedient access to optically active fluorinated 2,4-trans-Imidazolidines was successfully developed via Cu(I)-catalyzed exo′-selective 1,3-DC of azomethine ylides with fluorinated imines.
Hongchao Guo - One of the best experts on this subject based on the ideXlab platform.
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tandem nucleophilic addition cycloaddition of arynes with α iminoesters two concurrent pathways to Imidazolidines
Chemical Communications, 2018Co-Authors: Hao Jia, Honglei Liu, Zhenyan Guo, Biming Mao, Xueyan Shi, Hongchao GuoAbstract:The tandem nucleophilic addition-cycloaddition reaction has been developed for the synthesis of functionalized imidazolidine derivatives. A variety of α-iminoesters and aryne precursors were well tolerated under the mild reaction conditions. This asymmetric cycloaddition afforded imidazolidine derivatives with high yields, complete regioselectivities, and excellent diastereo- and enantioselectivities. Aryne-induced ylides working as 1,3-dipoles for asymmetric cycloaddition are the notable feature of the present reaction. In the tandem reaction, the [3+2] cycloaddition of aryne-induced ylides with metallized α-iminoesters and metal-catalyzed [3+2] cycloaddition of azomethine ylide with α-iminoesters are two concurrent pathways to Imidazolidines.
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tandem 3 2 cycloaddition 1 4 addition reaction of azomethine ylides and aza o quinone methides for asymmetric synthesis of Imidazolidines
Organic Letters, 2017Co-Authors: Hao Jia, Honglei Liu, Zhenyan Guo, Jiaxing Huang, Hongchao GuoAbstract:An enantioselective synthesis of biologically important Imidazolidines has been achieved via a tandem [3 + 2] cycloaddition/1,4-addition reaction of azomethine ylide and aza-o-quinone methides. With the use of this tool, various imidazolidine derivatives are obtained in good yields with excellent diastereoselectivities and enantioselectivities.
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Tandem [3 + 2] Cycloaddition/1,4-Addition Reaction of Azomethine Ylides and Aza‑o‑quinone Methides for Asymmetric Synthesis of Imidazolidines
2017Co-Authors: Hao Jia, Honglei Liu, Zhenyan Guo, Jiaxing Huang, Hongchao GuoAbstract:An enantioselective synthesis of biologically important Imidazolidines has been achieved via a tandem [3 + 2] cycloaddition/1,4-addition reaction of azomethine ylide and aza-o-quinone methides. With the use of this tool, various imidazolidine derivatives are obtained in good yields with excellent diastereoselectivities and enantioselectivities
Hiroyasu Sato - One of the best experts on this subject based on the ideXlab platform.
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chiral bis imidazolidine pyridine cu otf 2 catalytic asymmetric endo selective 3 2 cycloaddition of imino esters with nitroalkenes
ChemInform, 2010Co-Authors: Takayoshi Arai, Asami Mishiro, Naota Yokoyama, Kuniko Suzuki, Hiroyasu SatoAbstract:A new bis(imidazolidine)pyridine ligand is easily synthesized in a single condensation of 2,6-pyridyl bisaldehyde and optically active diphenylethylenediamine.
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chiral bis imidazolidine pyridine cu otf 2 catalytic asymmetric endo selective 3 2 cycloaddition of imino esters with nitroalkenes
Journal of the American Chemical Society, 2010Co-Authors: Takayoshi Arai, Asami Mishiro, Naota Yokoyama, Kuniko Suzuki, Hiroyasu SatoAbstract:The novel C2-symmetric bis(imidazolidine)pyridine (PyBidine) ligand was easily synthesized in a single condensation of 2,6-pyridyl aldehyde and optically active (S,S)-diphenylethylenediamine. In the C2-symmetric PyBidine−Cu(OTf)2 complex, imidazolidine rings act as “chiral fences” to shield the first and third quadrants. Use of the PyBidine−Cu(OTf)2 complex as a catalyst enabled the highly endo-selective reaction of imino esters and nitroalkenes to give the adducts in up to 99% ee.
Liang Wei - One of the best experts on this subject based on the ideXlab platform.
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Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with Fluorinated Imines: The Expanded Scope and Mechanism Insights
2018Co-Authors: Liang Wei, Chun-jiang WangAbstract:The mechanism of the Cu(I)/(S,Rp)-PPFOMe-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with fluorinated aldimines has been studied using labeling experiments, control experiments, and linear effect experiments, which clearly ruled out the 1,3-DC/epimerization pathways and explained the unusal exo′-selective stereochemistry. This protocol allows for the preparation of a series of highly functionalized fluorinated Imidazolidines in good yields with excellent stereoselectivities. Moreover, the current methods have been successfully extended to synthesize more challenging Imidazolidines bearing a CF3-containing quaternary stereogenic center via the endo-selective 1,3-DC of azomethine ylides with trifluorinated ketimine under identical reaction conditions
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asymmetric construction of fluorinated Imidazolidines via cu i catalyzed exo selective 1 3 dipolar cycloaddition of azomethine ylides with fluorinated imines
ChemInform, 2013Co-Authors: Liang Wei, Xuan Chen, Chun-jiang WangAbstract:An efficient method is elaborated for the asymmetric synthesis of fluorinated Imidazolidines (III) and (IX) by a 1,3-dipolar cycloaddition reaction.
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asymmetric construction of fluorinated Imidazolidines via cu i catalyzed exo selective 1 3 dipolar cycloaddition of azomethine ylides with fluorinated imines
Chemical Communications, 2013Co-Authors: Liang Wei, Xuan Chen, Chun-jiang WangAbstract:Expedient access to optically active fluorinated 2,4-trans-Imidazolidines was successfully developed via Cu(I)-catalyzed exo′-selective 1,3-DC of azomethine ylides with fluorinated imines.
Hao Jia - One of the best experts on this subject based on the ideXlab platform.
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tandem nucleophilic addition cycloaddition of arynes with α iminoesters two concurrent pathways to Imidazolidines
Chemical Communications, 2018Co-Authors: Hao Jia, Honglei Liu, Zhenyan Guo, Biming Mao, Xueyan Shi, Hongchao GuoAbstract:The tandem nucleophilic addition-cycloaddition reaction has been developed for the synthesis of functionalized imidazolidine derivatives. A variety of α-iminoesters and aryne precursors were well tolerated under the mild reaction conditions. This asymmetric cycloaddition afforded imidazolidine derivatives with high yields, complete regioselectivities, and excellent diastereo- and enantioselectivities. Aryne-induced ylides working as 1,3-dipoles for asymmetric cycloaddition are the notable feature of the present reaction. In the tandem reaction, the [3+2] cycloaddition of aryne-induced ylides with metallized α-iminoesters and metal-catalyzed [3+2] cycloaddition of azomethine ylide with α-iminoesters are two concurrent pathways to Imidazolidines.
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tandem 3 2 cycloaddition 1 4 addition reaction of azomethine ylides and aza o quinone methides for asymmetric synthesis of Imidazolidines
Organic Letters, 2017Co-Authors: Hao Jia, Honglei Liu, Zhenyan Guo, Jiaxing Huang, Hongchao GuoAbstract:An enantioselective synthesis of biologically important Imidazolidines has been achieved via a tandem [3 + 2] cycloaddition/1,4-addition reaction of azomethine ylide and aza-o-quinone methides. With the use of this tool, various imidazolidine derivatives are obtained in good yields with excellent diastereoselectivities and enantioselectivities.
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Tandem [3 + 2] Cycloaddition/1,4-Addition Reaction of Azomethine Ylides and Aza‑o‑quinone Methides for Asymmetric Synthesis of Imidazolidines
2017Co-Authors: Hao Jia, Honglei Liu, Zhenyan Guo, Jiaxing Huang, Hongchao GuoAbstract:An enantioselective synthesis of biologically important Imidazolidines has been achieved via a tandem [3 + 2] cycloaddition/1,4-addition reaction of azomethine ylide and aza-o-quinone methides. With the use of this tool, various imidazolidine derivatives are obtained in good yields with excellent diastereoselectivities and enantioselectivities