511534-43-3Relevant academic research and scientific papers
Ruthenium(II)-Catalyzed Enantioselective γ-Lactams Formation by Intramolecular C-H Amidation of 1,4,2-Dioxazol-5-ones
Xing, Qi,Chan, Chun-Ming,Yeung, Yiu-Wai,Yu, Wing-Yiu
, p. 3849 - 3853 (2019)
We report the Ru-catalyzed enantioselective annulation of 1,4,2-dioxazol-5-ones to furnish γ-lactams in up to 97% yield and 98% ee via intramolecular carbonylnitrene C - H insertion. By employing chiral diphenylethylene diamine (dpen) as ligands bearing electron-withdrawing arylsulfonyl substituents, the reactions occur with remarkable chemo- and enantioselectivities; the competing Curtius-type rearrangement was largely suppressed. Enantioselective nitrene insertion to allylic/propargylic C - H bonds was also achieved with remarkable tolerance to the C=C and C=C bonds.
Ruthenium(II)-Catalyzed Enantioselective ?-Lactams Formation by Intramolecular C-H Amidation of 1,4,2-Dioxazol-5-Ones
Xing, Qi,Chan, Chun-Ming,Yeung, Yiu-Wai,Yu, Wing-Yiu
supporting information, (2019/03/11)
We report the Ru-Catalyzed enantioselective annulation of 1,4,2-Dioxazol-5-Ones to furnish ?-Lactams in up to 97% yield and 98% ee via intramolecular carbonylnitrene C-H insertion. By employing chiral diphenylethylene diamine (dpen) as ligands bearing electron-Withdrawing arylsulfonyl substituents, the reactions occur with remarkable chemo- A nd enantioselectivities; the competing Curtius-Type rearrangement was largely suppressed. Enantioselective nitrene insertion to allylic/propargylic C-H bonds was also achieved with remarkable tolerance to the Ca?C and Ca‰iC bonds.
PH-independent transfer hydrogenation in water: Catalytic, enantioselective reduction of β-keto esters
Ariger, Martin A.,Carreira, Erick M.
supporting information, p. 4522 - 4524 (2012/10/29)
A pH-independent asymmetric transfer hydrogenation of β-keto esters in water with formic acid/sodium formate is described. The reaction is conducted open to air and gives access to β-hydroxy esters in excellent yields and selectivities.
Enantioselective Michael addition of ketones to maleimides catalyzed by bifunctional monosulfonyl DPEN salt
Yu, Feng,Sun, Xiaomin,Jin, Zhichao,Wen, Shigang,Liang, Xinmiao,Ye, Jinxing
supporting information; experimental part, p. 4589 - 4591 (2010/11/18)
An unprecedented enantioselective Michael addition of various ketones to maleimides catalyzed by a simple bifunctional primary amine, monosulfonyl DPEN salt, is reported and provides the desired adducts in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99%).
Asymmetric Syn-selective Henry reaction catalyzed by the sulfonyldiamine-CuCl-pyridine system
Arai, Takayoshi,Takashita, Ryuta,Endo, Yoko,Watanabe, Masahiko,Yanagisawa, Akira
, p. 4903 - 4906 (2008/12/20)
(Chemical Equation Presented) A catalytic asymmetric Henry reaction has been developed with use of a sulfonyldiamine-CuCl complex as a catalyst. A series of new binaphthyl-containing sulfonyldiamine ligands (2a-h) were readily synthesized in two steps starting from commercially available chiral 1,2-diamines. The (R,R)-diamine-(R)-binaphthyl ligand (2d)-CuCl complex smoothly catalyzed the enantioselective Henry reaction with the assistance of pyridine to give the corresponding adduct with high enantiomeric excess (up to 93%). Moreover, the 2d-CuCl-pyridine system promotes the diastereoselective Henry reaction in syn-selective manner to give the adduct in up to 99% yield with 92:8 synlanti selectivity. The enantiomeric excess of the syn-adduct was 84% ee.
