1044591-63-0Relevant academic research and scientific papers
Enantioselective Synthesis of 2,2,3-Trisubstituted Indolines via Bimetallic Relay Catalysis of α-Diazoketones with Enones
Yang, Jian,Ke, Chaoqi,Zhang, Dong,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 4536 - 4539 (2018/08/07)
An efficient asymmetric intramolecular trapping of ammonium ylides of α-diazoketones with enones to synthesize indoline derivatives was realized. A Rh(II)/chiral N,N′-dioxide-Sc(III) complex bimetallic relay catalytic system was established. A series of optically active 2,2,3-trisubstituted indolines were obtained in high yields (up to 99%), good enantioselectivities (up to 99% ee), and excellent diastereoselectivities (up to >19:1 dr) under mild reaction conditions.
A catalytic asymmetric ring-expansion reaction of isatins and α-alkyl-α-diazoesters: Highly efficient synthesis of functionalized 2-quinolone derivatives
Li, Wei,Liu, Xiaohua,Hao, Xiaoyu,Cai, Yunfei,Lin, Lili,Feng, Xiaoming
, p. 8644 - 8647 (2012/09/22)
Asymmetric expansion: A catalytic asymmetric ring-expansion reaction of the title compounds occurs in the presence of a Sc(OTf)3 catalyst bearing an N,N?-dioxide-based ligand. Highly functionalized 2-quinolone derivatives containing a chiral C4-quaternary stereocenter were obtained in high yields and high levels of selectivity under mild reaction conditions (see scheme; Tf=trifluoromethanesulfonyl).
Direct allylation of aldimines catalyzed by C2-symmetric N,N′-dioxide-ScIII complexes: Highly enantioselective synthesis of homoallylic amines
Li, Xing,Liu, Xiaohua,Fu, Yingzi,Wang, Lijia,Zhou, Lin,Feng, Xiaoming
supporting information; experimental part, p. 4796 - 4798 (2009/05/07)
A study was conducted for catalytic asymmetric direct allylation of aldimines accelerated by C2-symmetric N,N'-dioxide-ScIII complexes under mild conditions. The study observed that chiral N,N'-dioxidemetal complexes in catalytic asymmetric reactions showed good activation of allylstannane reagent and 2-aminophenol-derived aldimines. It was also observed that the modular and tuneable N,N'-dioxide ligands can be synthesized from readily accessible chiral amino acids and amines, that lead to the catalyst structure optimization. The chiral backbone and steric effects of the amide portion of ligands made a significant impact on the enantioselectivity for this reaction. It was also observed during study that homoallylic amines obtained with high enantioselectivities and good yields under mild conditions.
