Chun-Jiang Wang
Wuhan University
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Publication
Featured researches published by Chun-Jiang Wang.
Journal of the American Chemical Society | 2008
Chun-Jiang Wang; Gang Liang; Zhi-Yong Xue; Feng Gao
A new and highly efficient Cu(I)/TF-BiphamPhos catalytic system exhibited excellent reactivity, enantio-/diastereoselectivity, and structural scope in asymmetric 1,3-dipolar cycloaddition of azomethine ylides with 0.1-3 mol % of catalyst loading. The present methodology is the best result for asymmetric cycloaddition of azomethine ylides, especially derived from amino esters other than glycinate in terms of reactivity and enantioselectivity.
Journal of the American Chemical Society | 2008
Chun-Jiang Wang; Xiu-Qin Dong; Zhi-Hai Zhang; Zhi-Yong Xue; Huai-Long Teng
Highly anti-selective and enantioselective nitro-Mannich reactions have been achieved for a broad spectrum of substrates catalyzed by chiral bifunctional multiple hydrogen-bonding-donor amine-thioureas. Multiple hydrogen-bonding donors play a significant role in accelerating reactions and improving yields, diastereoselectivities, and enantioselectivities.
Organic and Biomolecular Chemistry | 2011
Tang-Lin Liu; Zhi-Yong Xue; Hai-Yan Tao; Chun-Jiang Wang
Asymmetric 1,3-dipolar cycloaddition of N-unprotected 2-oxoindolin-3-ylidene with azomethine ylides for the construction of spirooxindole-pyrrolidines bearing four contiguous stereogenic centers has been achieved with AgOAc/TF-BiphamPhos complexes for the first time. This catalytic system performance well over a broad scope of substrates, providing the synthetically useful adducts in high yields and excellent diastereoselectivities and moderate enantioselectivities.
Angewandte Chemie | 2014
Min-Chao Tong; Xuan Chen; Jun Li; Rong Huang; Hai-Yan Tao; Chun-Jiang Wang
An unprecedented catalytic asymmetric inverse-electron-demand aza-Diels-Alder reaction of indoles with in situ formed azoalkenes is reported. A diverse set of [2,3]-fused indoline heterocycles were achieved in generally good yields (up to 97 %) with high regioselectivity and diastereoselectivity (>20:1 d.r.), and with excellent enantioselectivity (up to 99 % ee).
Angewandte Chemie | 2013
Min-Chao Tong; Xuan Chen; Hai-Yan Tao; Chun-Jiang Wang
Ylides at a crossing: An unprecedented 1,3-dipolar cycloaddition (cross-cycloaddition) between two different ylides was realized by using the chiral Cu(I) /tBu-Phosferrox complex as the catalyst under mild reaction conditions. This catalytic system provides an expeditious approach to the construction of highly functionalized 1,2,4-triazinane derivatives in good yields with excellent diastereoselectivities and enantioselectivities.
Organic Letters | 2009
Xiu-Qin Dong; Huai-Long Teng; Chun-Jiang Wang
A highly diastereoselective and enantioselective Michael addition of nitroalkanes to nitroalkenes has been achieved by chiral bifunctional amine-thiourea catalyst bearing multiple hydrogen-bonding donors. This catalytic system performs well over a broad scope of substrates, furnishing various 1,3-dinitro compounds in high diastereoselectivity (up to 98:2) and excellent enantioselectivity (up to 99% ee) under mild conditions. Multiple hydrogen bonding donors play a significant role in accelerating reactions, improving diastereoselectivities and enantioselectivities.
Chemical Communications | 2011
Tang-Lin Liu; Zhao-Lin He; Hai-Yan Tao; Yue-Peng Cai; Chun-Jiang Wang
A direct and facile synthesis of highly functional 5-aza-spiro[2,4]heptanes, a valuable structural motif for drug discovery, is developed via catalytic asymmetric 1,3-dipolar cycloaddition of cyclopropylidene acetate and azomethine ylides for the first time.
Journal of the American Chemical Society | 2014
Huai-Long Teng; Lu Yao; Chun-Jiang Wang
An unprecedented Cu(I)-catalyzed asymmetric [6 + 3] cycloaddition of tropone with azomethine ylides was reported, which performs well over a broad scope of substrates and offers a unique and facile access to the synthetically useful bridged azabicyclo[4.3.1]decadiene derivatives in good yields with high levels of diastereoselectivities and enantioselectivities under mild conditions.
Organic Letters | 2013
Xin Fang; Jun Li; Chun-Jiang Wang
A highly efficient organocatalytic asymmetric SMA reaction of hexafluoroisopropyl α,β-unsaturated esters has been developed. Introducing electron-withdrawing hexafluoroisopropyl ester is crucial to enhancing the electrophilicity of unsaturated esters as SMA acceptors. The catalytic system performs well over a broad scope of α,β-unsaturated esters and diversified thiols and provides facile access to (R)-thiazesim in a one-pot protocol.
Journal of the American Chemical Society | 2011
Zhi-Yong Xue; Qing-Hua Li; Hai-Yan Tao; Chun-Jiang Wang
A novel catalytic asymmetric Michael addition of azomethine ylide with β-substituted alkylidene bisphosphates was realized in the presence of a chiral copper(I)/TF-BiphamPhos complex. The present system provides a unique and facile access to enantioenriched unnatural α-amino acid derivatives containing gem-bisphosphonates (gem-BPs) in high yields with excellent diastereoselectivities and enantioselectivities. Subsequent transformations lead to the expedient preparation of biologically active unnatural α-amino acid derivatives containing BPs and bisphosphonic acids without loss of diastereo- and enantiomeric excess.