61548-77-4Relevant academic research and scientific papers
Enantioselective ene reaction of cyclopentadiene and α,β-enals catalyzed by a diphenylprolinol silyl ether
Gotoh, Hiroaki,Masui, Ryouhei,Ogino, Hiroshi,Shoji, Mitsuru,Hayashi, Yujiro
, p. 6853 - 6856 (2006)
(Chemical Equation Presented) The opposite result: A diphenylprolinol silyl ether promotes an intermolecular enantioselective ene reaction of α,β-enals with cyclopentadiene. This is the first example of cyclopentadiene acting as the ene component, and not
Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols
Yang, Xiao-Hui,Yue, Hai-Tao,Yu, Na,Li, Yi-Pan,Xie, Jian-Hua,Zhou, Qi-Lin
, p. 1811 - 1814 (2017/03/09)
We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80-95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of (?)-preclamol and a chiral 2,5-disubstituted tetrahydropyran.
Asymmetric hydrogenation of allylic alcohols using ir?N,P-Complexes
Li, Jia-Qi,Liu, Jianguo,Krajangsri, Suppachai,Chumnanvej, Napasawan,Singh, Thishana,Andersson, Pher G.
, p. 8342 - 8349 (2018/05/23)
In this study, a series of γ,γ-disubstituted and β,γ-disubstituted allylic alcohols were prepared and successfully hydrogenated using suitable N,P-based Ir complexes. High yields and excellent enantioselectivities were obtained for most of the substrates studied. This investigation also revealed the effect of the acidity of the N,P?Ir-complexes on the acid-sensitive allylic alcohols. DFT ΔpKa calculations were used to explain the effect of the N,P-ligand on the acidity of the corresponding Ir-complex. The selectivity model of the reaction was used to accurately predict the absolute configuration of the hydrogenated alcohols.
Catalytic enantioselective ethylalumination of terminal alkenes: Substrate effects and absolute configuration assignment
Parfenova, Lyudmila V.,Kovyazin, Pavel V.,Tyumkina, Tatyana V.,Makrushina, Alyona V.,Khalilov, Leonard M.,Dzhemilev, Usein M.
, p. 124 - 135 (2015/02/19)
The chemo- and enantioselectivity of the reaction of alkenes with AlEt3 catalyzed by bis(1-neomenthylindenyl)zirconium dichloride has been studied. The reaction with linear alkenes in a chlorinated solvent (CH2Cl2) gives m
Preparation of chiral 3-arylpyrrolidines via the enantioselective 1,4-addition of arylboronic acids to fumaric esters catalyzed by Rh(I)/chiral diene complexes
Chung, Yu-Chiang,Janmanchi, Damodar,Wu, Hsyueh-Liang
, p. 2766 - 2769 (2012/07/17)
A highly efficient rhodium-catalyzed protocol for the preparation of 2-arylsuccinic esters and 3-arylpyrrolidines of high optical purity has been achieved. In the presence of 1 mol % of a chiral diene/Rh(I) catalyst, asymmetric addition of various arylbor
PRACTICAL METHOD FOR REDUCING ESTERS OR LACTONES
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Page/Page column 13, (2011/04/18)
Esters and lactones can be respectively reduced to alcohols and diols in the presence of the Group 8 (VIII) transition metal complex, base and hydrogen gas (H2). An extremely practical reduction method can be provided by preferable combinations of the Group 8 (VIII) transition metal complex, the base, a used amount of the base, a pressure of hydrogen gas and a reaction temperature. This method is used in place of hydride reduction and is a useful method by which design of highly active catalysts can be relatively easily made while a high productivity can be expected.
Catalytic hydrogenation of carboxamides and esters by well-defined Cp*Ru complexes bearing a protic amine ligand
Ito, Masato,Ootsuka, Takashi,Watari, Ryo,Shiibashi, Akira,Himizu, Akio,Ikariya, Takao
supporting information; experimental part, p. 4240 - 4242 (2011/06/21)
A novel catalytic method for the straightforward hydrogenation of carboxamides and esters to primary alcohols has been developed. Chiral modification in the ligand sphere of the well-defined Cp*Ru catalyst molecule opens up a new possibility for the development of an enantioselective hydrogenation of racemic substrates via dynamic kinetic resolution.
Pd-catalyzed enantioselective allyl-allyl cross-coupling
Zhang, Ping,Brozek, Laura A.,Morken, James P.
supporting information; scheme or table, p. 10686 - 10688 (2010/11/04)
The Pd-catalyzed cross-coupling of allylic carbonates and allylB(pin) is described. The regioselectivity of this reaction is sensitive to the bite angle of the ligand, with small-bite-angle ligands favoring the branched substitution product. This mode of
Highly site- and enantioselective Cu-catalyzed allylic alkylation reactions with easily accessible vinylaluminum reagents
Lee, Yunmi,Akiyama, Katsuhiro,Gillingham, Dennis G.,Brown, M. Kevin,Hoveyda, Amir H.
, p. 446 - 447 (2008/09/20)
An efficient method for catalytic asymmetric allylic alkylation (AAA) of allylic phosphates with vinylaluminum reagents is reported. The vinylmetal reagents are prepared by reaction of commercially available DIBAL-H and a terminal alkyne. The resulting vi
HETEROCYCLIC ARYLSULPHONES SUITABLE FOR TREATING DISORDERS THAT RESPOND TO MODULATION OF THE SEROTONIN 5HT6 RECEPTOR
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Page/Page column 143-144; 158-159, (2008/06/13)
The invention relates to compounds of the formula (I) wherein the variables have meanings given in the claims and the description. The invention also relates to the use of a compound of the formula (I) or a pharmaceutically acceptable salt thereof for pre
