1006-06-0Relevant articles and documents
First enantioselective addition of dialkylzinc to ketones promoted by titanium(IV) derivatives
Ramon, Diego J.,Yus, Miguel
, p. 1239 - 1242 (1998)
The reaction of dimethyl or diethylzinc with ketones in the presence of a stoichiometric amount of titanium tetraisopropoxide and a catalytic amount (20 mol %) of camphorsulfonamide derivatives as chiral ligands leads to the formation of the corresponding
Regioselection and enantioselection in organolanthanide-catalyzed olefin hydrosilylation. A kinetic and mechanistic study
Fu, Peng-Fei,Brard, Laurent,Li, Yanwu,Marks, Tobin J.
, p. 7157 - 7168 (1995)
This contribution describes a study of scope, regioselection, enantioselection, metal and ancillary ligand effects, and kinetics in the catalytic PhSiH3 hydrosilylation of olefins using the organolanthanide precatalysts Cp′2-LnCH(SiM
Highly active chiral phosphoramide-Zn(II) complexes as conjugate acid-base catalysts for enantioselective organozinc addition to ketones
Hatano, Manabu,Miyamoto, Takashi,Ishihara, Kazuaki
, p. 4535 - 4538 (2007)
(Chemical Equation Presented) A highly efficient enantioselective organozinc (R2Zn) addition to ketones catalyzed by chiral phosphoramide-Zn(II) complexes (1-10 mol %) has been developed. These complexes serve as conjugate Lewis acid-Lewis base
Highly enantioselective addition of dialkylzinc reagents to ketones promoted by titanium tetraisopropoxide
Yus, Miguel,Ramon, Diego J.,Prieto, Oscar
, p. 2291 - 2293 (2002)
The preparation of several 1,2-bis(hydroxycamphorsulfonamido)cyclohexenes from the corresponding 1,2-cyclohexenediamine and camphorsulfonyl chloride is described. The use of these ligands to promote the enantioselective addition of dialkylzinc to ketones
The first optically active BINOL-BINAP copolymer catalyst: Highly stereoselective tandem asymmetric reactions [7]
Yu, Hong-Bin,Hu, Qiao-Sheng,Pu, Lin
, p. 6500 - 6501 (2000)
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Catalytic asymmetric addition of alkylzinc and functionalized alkylzinc reagents to ketones
Jeon, Sang-Jin,Li, Hongmei,Garcia, Celina,LaRochelle, Lynne K.,Walsh, Patrick J.
, p. 448 - 455 (2005)
(Chemical Equation Presented) We describe our full report of the catalytic asymmetric addition of simple and functionalized dialkylzinc reagents to a broad range of saturated ketones and enones. The functionalized organozinc reagents contain esters, silyl
Asymmetric Grignard Synthesis of Tertiary Alcohols through Rational Ligand Design
Bieszczad, Bartosz,Gilheany, Declan G.
supporting information, p. 4272 - 4276 (2017/04/03)
A simple, general and practical method is reported for highly enantioselective construction of tertiary alcohols through the direct addition of organomagnesium reagents to ketones. Discovered by rational ligand design based on a mechanistic hypothesis, it has an unprecedented broad scope. It utilizes a new type of chiral tridentate diamine/phenol ligand that is easily removed from the reaction mixture. It is exemplified by application to a formal asymmetric synthesis (>95:5 d.r.) of vitamin E.
QSAR analysis of the catalytic asymmetric ethylation of ketone using physical steric parameters of chiral ligand substituents
Huang, Huayin,Zong, Hua,Shen, Bin,Yue, Huifeng,Bian, Guangling,Song, Ling
supporting information, p. 1289 - 1297 (2014/02/14)
We have demonstrated that a validated QSAR (quantitative structure-activity relationship) model can be constructed between sterimol steric parameters of the N-substituents of chiral 1,2-amino-phosphoramide ligands and the enantiomeric ratios of alcohol products produced in the asymmetric additions of diethylzinc to acetophenone, which is powerful for predicting the steric effects of ligand substituents on enantioselectivities and instructive for ligand optimization.
