Access the full text.
Sign up today, get DeepDyve free for 14 days.
C.‐J. Wang, G. Liang, Z.‐Y. Xue, F. Gao, Z.‐Y. Xue, Q.‐H. Li, H.‐Y. Tao, C.‐J. A Wang, Z.‐L. He, H.‐L. Teng, C.‐J. Wang, H.‐L. Teng, L. Yao, C.‐J. Wang, Q.‐H. Li, L. Wei, C.‐J. Wang, M.‐C. Tong, X. Chen, H.‐Y. Tao, C.‐J. Wang, D. Yan, Q. Li, C. Wang, T. Liu, Q. Li, Z. He, J. Zhang, C. Wang (2008)
Highly Enantioselective 1,3‐Dipolar Cycloaddition of Azomethine Ylides Catalyzed by Copper(I)/TF‐BiphamPhos Complexes, 130
G. Sammis, H. Danjo, E. Jacobsen (2004)
Cooperative dual catalysis: application to the highly enantioselective conjugate cyanation of unsaturated imides.Journal of the American Chemical Society, 126 32
L. Wei, L. Wei, L. Xiao, C.‐J Wang (2017)
Xu, S.‐M.; Zhu, Q.; Che, C.; Wang, C.‐J. Synergistic Cu/Pd Catalysis for Enantioselective Allylic Alkylation of Aldimine Esters: Access to α,α‐Disubstituted α‐Amino Acids, 56
Y. Ohfune, T Shinada, H. Vogt, S Brase, K. Bera, I. N. N. Namboothiri (2005)
Enantio‐ and Diastereoselective Construction of α,α‐Disubstituted α‐Amino Acids for the Synthesis of Biologically Active Compounds, 5
A. E. Allen, D. W. C. MacMillan, D.‐F. Chen, Z.‐Y. Han, X.‐L. Zhou, L.‐Z. Gong, S. M. Inamdar, V. S. Shinde, N. T. Patil, J. Fu, X. Huo, B. Li, W. Zhang, S. Zhang, F. Wei, C. Song, J. Jia, Z. Xu, L.‐Z. Asymmetric Organocatalysis Combined with Metal Catalysis Gong, G. Smmis, H. Danjo, E. N Jacobsen (2015)
Synergistic catalysis: A powerful synthetic strategy for new reaction development, 3
M. Wang, C.‐J. Wang, Z. Lin, M.‐C. Tong, J. Li, H.‐Y. Tao, Y.‐X. Li, C.‐J. Wang (2012)
Cu(I)/TF‐BiphamPhos Catalyzed Reactions of Alkylidene Bisphosphates and Alkylidene Malonates with Azomethine Ylides: Michael Addition versus 1,3‐Dipolar Cycloaddition, 31
R Huisgen (1984)
1,3‐Dipolar Cycloaddition Chemistry, Vol. 1
T. Degenkolb, T. Gräfenhan, H. Nirenberg, W. Gams, H. Brückner (2006)
Trichoderma brevicompactum complex: Rich source of novel and recurrent plant-protective polypeptide antibiotics (peptaibiotics).Journal of agricultural and food chemistry, 54 19
X. Huo, J. Zhang, J. Fu, R. He, W. Zhang, Ir/Cu Dual Catalysis (2018)
Enantio‐ and Diastereodivergent Access to α,α‐Disubstituted α‐Amino Acids Bearing Vicinal Stereocenters, 140
L. Wei, Q. Zhu, L. Xiao, H.‐Y. Tao, C.‐J Wang (2019)
Synergistic catalysis for cascade allylation and 2‐aza‐cope rearrangement of azomethine ylides, 10
H.‐C. Liu (2019)
Hu, Y.‐Z.; Wang, Z.‐F.; Tao, H.‐Y.; Wang, C.‐J. Synergistic Cu/Pd‐Catalyzed Asymmetric Allenylic Alkylation of Azomethine Ylides for the Construction of α‐Allene‐Substituted Nonproteinogenic α‐Amino Acids, 25
L. Wei, L. Xiao, Z.‐F. Wang, H.‐Y. Tao, C.‐J Wang (2020)
Ir/Phase‐Transfer‐Catalysis Cooperatively Catalyzed Asymmetric Cascade Allylation/2‐aza‐Cope Rearrangement: An Efficient Route to Homoallylic Amines from Aldimine Esters, 38
J. L. Malleron, J. C. Fiaud, J. Y. Legros, B. M. Trost, D. L Van Vranken, B. M Trost, J. Tsuji, Z. Lu, S Ma, R. Wang, Y. Luan, M Ye (1997)
Handbook of Palladium‐ Catalyzed Organic Reactions, 96
Xiaohua Liu, Lili Lin, Xiaoming Feng (2009)
Amide-based bifunctional organocatalysts in asymmetric reactions.Chemical communications, 41
S. Krautwald, E. M. Carreira, L. Lin, X. Feng, I. P. Beletskaya, C. Najera, M. Stereodivergent Catalysis Yus, X. Hao, L. Lin, F. Tan, C. Yin, X. Liu, X Feng, H. Zheng, Y. Wang, C. Xu, X. Xu, L. Lin, X. Liu, X. Feng (2017)
Stereodivergence in Asymmetric Catalysis, 139
L. Wei, X. Chang, C.‐J Wang, L. Wei, L. Xiao, Y.‐Z. Hu, Z.‐F. Wang, H.‐Y. Tao, C.‐J. Wang (2020)
Catalytic Asymmetric Reactions with N‐Metallated Azomethine Ylides, 53
L. Wei, Q. Zhu, S.‐M. Xu, X. Chang, C.‐J. Wang (2018)
Stereodivergent Synthesis of α,α‐Disubstituted α‐Amino Acids via Synergistic Cu/Ir Catalysis, 140
H.‐M. Wu, Z. Zhang, F. Xiao, L. Wei, X.‐Q. Dong, C.‐J. Wang (2020)
Stereodivergent Synthesis of α‐Quaternary Serine and Cysteine Derivatives Containing Two Contiguous Stereogenic Centers via Synergistic Cu/Ir Catalysis, 22
W.‐B. Liu, C. Zheng, C.‐X. Zhuo, L.‐X. Dai, S.‐L You (2012)
Iridium‐catalyzed allylic alkylation reaction with N‐aryl phosphoramidite ligands: scope and mechanistic studies, 134
J. Adrio, J. C. Carretero, J. Adrio, J. C. Carretero, T. Hashimoto, K. Maruoka, X. Fang, C.‐J Wang, J. Yu, F. Shi, L.‐Z Gong, G.‐J. Mei, F Shi, X.‐J. Zou, W.‐L. Yang, J.‐Y. Zhu, W.‐P Deng (2019)
Stereochemical diversity in pyrrolidine synthesis by catalytic asymmetric 1,3‐dipolar cycloaddition of azomethine ylides, 55
X. Huo, R. He, J. Fu, J. Zhang, G. Yang, W Zhang, X. Huo, J. Fu, X. He, J. Chen, F. Xie, W Zhang, P. Liu, X. Huo, B. Li, R. He, J. Zhang, T. Wang, F. Xie, W Zhang (2017)
Stereoselective and Site‐Specific Allylic Alkylation of Amino Acids and Small Peptides via a Pd/Cu Dual Catalysis, 139
游书力, 侯雪龙, 戴立信, 曹伯巽, 孙杰 (2000)
Novel Bis-N-[2-(diphenylphosphino)ferrocenylcarbonyl]-diaminocyclohexane ligands: application in asymmetric allylic alkylation of imino ester with simple allyl carbonate
H.‐L. Teng, F.‐L. Luo, H.‐Y. Tao, C.‐J. Wang, H.‐L. Teng, H. Huang, C.‐J. Wang, Z.‐Y. Xue, Z.‐M. Song, C.‐J. Wang (2011)
A Facile Cu(I)/BINAP‐ Catalyzed Asymmetric Approach to Functionalized Pyroglutamate Derivatives Bearing a Unique Quaternary Stereogenic Center, 13
S.‐M. Xu, L. Wei, C. Shen, L. Xiao, H.‐Y. Tao, C.‐J. Wang (2019)
Stereodivergent assembly of tetrahydro‐γ‐carbolines via synergistic catalytic asymmetric cascade reaction, 10
G. C. Amino Acids Barrett, S. Hunt, M Mutter, Y Ohfune (1980)
Peptides and Proteins, Vol. 13, 24
Y. Morimoto, Mamoru Takaishi, T. Kinoshita, K. Sakaguchi, K. Shibata (2002)
Total synthesis and determination of the stereochemistry of 2-amino-3-cyclopropylbutanoic acid, a novel plant growth regulator isolated from the mushroom Amanita castanopsidis Hongo.Chemical communications, 1
D. J. Amino Acids Ager (2012)
Methods and Protocols
B. Bellier, I. McCort‐Tranchenpain, B. Ducos, S. Danascimento, H. Meudal, F. Noble, C. Garbay, B. P Roques, E. Benedetti, E. Gavuzzo, A. Santini, D. R. Kent, Y.‐F. Zhu, Q. Zhu, C. Mahr, M Goodman, P. W. Schiller, G. Weltrowska, T. M.‐D. Nguyen, C. Lemieux, N. N. Chung, B. J. Marsden, B. C Wilkes (1997)
Synthesis and Biological Properties of New Constrained CCK‐B Antagonists: Discrimination of Two Affinity States of the CCK‐B Receptor on Transfected CHO Cells, 40
J. F. Hartwig, M. J Pouy, J. Qu, G Helmchen, S. E. Shockley, J. C. Hethcox, B. M Stoltz, S. L. Rössler, D. A. Petrone, E. M Carreira, Q. Cheng, H.‐F. Tu, C. Zheng, J.‐P. Qu, G. Helmchen, S.‐L. You (2011)
Iridium‐Catalyzed Allylic Substitution, 34
T. Degenkolb, A. Berg, W. Gams, B. Schlegel, U. Gräfe, T. Degenkolb, T. Gräfenhan, H. I. Nirenberg, W. Gams, H Brückner (2003)
The occurrence of peptaibols and structurally related peptaibiotics in fungi and their mass spectrometric identification via diagnostic fragment ions, 9
S. Shirakawa, K Maruoka (2013)
Recent Developments in Asymmetric Phase‐Transfer Reactions, 52
Azomethine ylides are useful intermediates for the rapid construction of chiral N‐containing compounds. However, its synthetic potential has not been fully developed due to the limited reaction models. In combination with synergistic catalysis and azomethine ylide chemistry, we have developed several types of novel catalytic system including Cu/Pd, Cu/Ir and PTC/Ir catalysis, which can convert readily‐available azomethine ylides to various high‐valued molecules such as unnatural α‐amino acids, homoallylic amines and N‐heterocycles. Compared with the traditional mono‐catalysis, the synergistic catalyst system exhibits enhanced catalytic efficiency and chiral induction ability in many cases. In addition, we have demonstrated that these strategies could be applied in the construction of bioactive compounds and natural products.
Chinese Journal of Chemistry – Wiley
Published: Jan 1, 2021
Keywords: ; ; ; ;
Read and print from thousands of top scholarly journals.
Already have an account? Log in
Bookmark this article. You can see your Bookmarks on your DeepDyve Library.
To save an article, log in first, or sign up for a DeepDyve account if you don’t already have one.
Copy and paste the desired citation format or use the link below to download a file formatted for EndNote
Access the full text.
Sign up today, get DeepDyve free for 14 days.
All DeepDyve websites use cookies to improve your online experience. They were placed on your computer when you launched this website. You can change your cookie settings through your browser.