76292-77-8Relevant academic research and scientific papers
Catalytic Asymmetric [3+3] Cycloaddition of Azomethine Ylides with C3-Substituted 2-Indolylmethanols
Sun, Xiao-Xue,Li, Can,He, Ying-Ying,Zhu, Zi-Qi,Mei, Guang-Jian,Shi, Feng
, p. 2660 - 2670 (2017)
The first catalytic asymmetric [3+3] cycloaddition of azomethine ylides with C3-substituted 2-indolylmethanols has been established, leading to diastereo- and enantioselective construction of a tetrahydropyrimido[1,6-a]indole framework (up to 91% yield, >
Axially Chiral Cyclic Phosphoric Acid Enabled Enantioselective Sequential Additions
Yuan, Xi,Wu, Xudong,Zhang, Pengxiang,Peng, Fei,Liu, Can,Yang, Haijun,Zhu, Changjin,Fu, Hua
supporting information, p. 2498 - 2503 (2019/04/30)
Efficient axially chiral cyclic phosphoric acid catalyzed enantioselective sequential additions of 2-aryl-3H-indol-3-ones, aldehydes, and diethyl 2-aminomalonate have been developed, and a new type of nitrogen-containing heterocyclic compounds, 2,3-dihydro-1H-imidazo[1,5-a]indol-9(9aH)-one derivatives, were prepared in good yields and excellent ee values with a wide functional group tolerance, in which the reactivity and enantioselectivity of the substrates were enabled by our newly developed axially chiral cyclic phosphoric acid, (R)-CYC-9-CPA. Furthermore, the corresponding 1H-imidazo[1,5-a]indol-9(9aH)-ones were constructed through the easy oxidation of 2,3-dihydro-1H-imidazo[1,5-a]indol-9(9aH)-one derivatives.
Catalytic Enantioselective and Regioselective [3+3] Cycloadditions Using 2-Indolylmethanols as 3 C Building Blocks
Sun, Xiao-Xue,Zhang, Hong-Hao,Li, Guo-Hao,He, Ying-Ying,Shi, Feng
supporting information, p. 17526 - 17532 (2016/11/29)
The first catalytic asymmetric cycloaddition using 2-indolylmethanols as 3C building blocks has been established by a chiral phosphoric acid-catalyzed enantioselective and regioselective [3+3] cycloaddition of 2-indolylmethanols with azomethine ylides, which constructed biologically important tetrahydro-γ-carboline frameworks in high yields and excellent enantioselectivities (up to 83 % yield, 99:1 e.r.). This reaction not only represents the first application of 2-indolylmethanols as 3C building blocks in catalytic asymmetric cycloadditions, but also has established an abnormal regioselectivity in indolylmethanol-involved transformations.
Catalytic chemoselective [3+3] cycloadditions of azomethine ylides with quinone monoimides leading to the construction of a dihydrobenzoxazine scaffold
Wang, Cong-Shuai,Zhu, Ren-Yi,Zhang, Yu-Chen,Shi, Feng
supporting information, p. 11798 - 11801 (2015/07/15)
A chemoselective [3+3] cycloaddition of in situ generated azomethine ylides with quinone monoimides has been established, which efficiently led to the construction of dihydrobenzoxazine frameworks with biological relevance, with excellent chemoselectiviti
Br?nsted Acid-Catalyzed Three-Component 1,3-Dipolar Cycloadditions of 1,2-Disubstituted Alkynes with Aldehyde-Generated Azomethine Ylides
Tan, Wei,Du, Bai-Xiang,Guo, Lu,Li, Mei,Xing, Gui-Juan,Shi, Feng
, p. 1055 - 1061 (2015/08/06)
The first 1,3-dipolar cycloadditions (1,3-DCs) of 1,2-disubstituted alkynes with aldehyde-generated azomethine ylides have been established, leading to the efficient synthesis of poly-substituted 2,5-dihydropyrroles.The Br?nsted acid-catalyzed three-compo
Asymmetric organocatalytic formal double-arylation of azomethines for the synthesis of highly enantiomerically enriched isoindolines
Wang, Chao,Chen, Xiao-Hua,Zhou, Shi-Ming,Gong, Liu-Zhu
supporting information; experimental part, p. 1275 - 1277 (2010/07/05)
Isoindoline derivatives with high enantiomeric purity (up to 98% ee) have been accessed by formal double arylation of azomethines.
One-pot, three-component, highly diastereoselective metal-free synthesis of 2,3,4,5-tetrasubstituted pyrrolidines
Crovetto, Luis,Rios, Ramon
experimental part, p. 1840 - 1844 (2009/04/08)
An extremely efficient, highly diastereoselective, metal-free synthesis of 2,3,4,5-tetrasubstituted pyrrolidines is described. The three-component reaction between aldehydes, aminomalonates, and nitroalkenes proceeds with high diastereoselectivities and h
