458563-98-9Relevant academic research and scientific papers
Controllable Enantioselective Friedel-Crafts Reaction between Indoles and Alkylidene Malonates Catalyzed by Pseudo-C3-Symmetric Trisoxazoline Copper(II) Complexes
Zhou, Jian,Ye, Meng-Chun,Huang, Zheng-Zheng,Tang, Yong
, p. 1309 - 1320 (2004)
Pseudo-C3-symmetric trisoxazoline copper(II) complexes prove to be excellent catalysts in the Friedel-Crafts alkylation of indoles with alkylidene malonates. The absolute stereochemistry of this reaction is shown to be dependent on the solvent.
Enantioselective Copper(II)-Catalyzed Conjugate Addition of Indoles to β-Substituted Unsaturated Acyl Phosphonates
Ma, Hong-Li,Xie, Lei,Zhang, ZhenHua,Li, Jia-Qi,Qin, Zhao-Hai,Fu, Bin
, p. 1011 - 1016 (2016/04/09)
The first copper-catalyzed enantioselective conjugate addition of indoles to β-substituted unsaturated acyl phosphonates was successfully realized by using a heteroarylidene-tethered bis(oxazoline) ligand. The reaction features high efficiency, cheap catalyst and broad generality. In the case of either β-alkyl- or β-aryl-substituted unsaturated acyl phosphonates, the 3-indolyl adducts were achieved in high yields with good to excellent enantioselectivities (up to 97% ee). The 3-indolyl adducts can serve as important intermediates in the synthesis of indole alkaloids.
Asymmetric Friedel-Crafts alkylation of indoles with 2-nitro-3-arylacrylates catalyzed by a metal-templated hydrogen bonding catalyst
Liu, Jingfen,Gong, Lei,Meggers, Eric
supporting information, p. 4653 - 4656 (2015/08/06)
Abstract An asymmetric Friedel-Crafts alkylation of indoles with 2-nitro-3-arylacrylates catalyzed by a metal-templated hydrogen bonding catalyst has been established. The asymmetric induction relies on chirality transfer solely from the octahedral metal
Catalytic and asymmetric Friedel-Crafts alkylation of indoles with nitroacrylates. Application to the synthesis of tryptophan analogues
Sui, Yong,Liu, Li,Zhao, Jun-Ling,Wang, Dong,Chen, Yong-Jun
, p. 5173 - 5183 (2008/02/01)
An asymmetric Friedel-Crafts alkylation of indoles with nitroacrylates catalyzed by chiral (4R,5S)-DiPh-BOX (L1)-Cu(OTf)2 complex (10 mol %) has been developed. The reactions provide tryptophan nitro-precursors in moderate diastereoselectivitie
Sidearm effect: Improvement of the enantiomeric excess in the asymmetric Michael addition of indoles to alkylidene malonates
Zhou, Jian,Tang, Yong
, p. 9030 - 9031 (2007/10/03)
A pseudo-C3-trisoxazoline was designed and synthesized. The improvement of the traditional bisoxazoline into a novel trisoxazoline by a sidearm approach resulted in highly catalytic enantioselective Michael addition of indoles to alkylidene mal
