75834-22-9Relevant academic research and scientific papers
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.
Chiral γ-aryl-1H-1,2,4-triazole derivatives as highly potential antifungal agents: Design, synthesis, structure, and in vitro fungicidal activities
Cao, Xiufang,Li, Fei,Hu, Ming,Lu, Wenchang,Yu, Guang-Ao,Sheng, Hua Liu
experimental part, p. 11367 - 11375 (2010/03/31)
A novel series of chiral γ-aryl-1H-1,2,4-triazole derivatives as highly potential antifungal agents have been designed and synthesized conveniently by using the chiral auxiliary as a controlling reagent. All of the compounds exhibit moderate to high ee va
Regio- and diastereoselective conjugate addition of Grignard reagents to aryl substituted α,β-unsaturated carbonyl compounds derived from Oppolzer's sultam
Cao, Xiufang,Liu, Fang,Lu, Wenchang,Chen, Gang,Yu, Guang-Ao,Liu, Sheng Hua
, p. 5629 - 5636 (2008/09/21)
Asymmetric conjugate addition of Grignard reagents to aryl substituted α,β-unsaturated carbonyl compounds (1) has been achieved with great regioselectivity (>20:1) and good to excellent diastereoselectivity (de up to 98%). The nucleophilicity and stereospecific blockade of the Grignard reagents play a key role in controlling the regioselectivities and diastereoselectivities of the conjugate addition reaction.
Design, synthesis, and application of a C2 symmetric chiral ligand for enantioselective conjugate addition of organolithium to α,β-unsaturated aldimine
Shindo, Mitsuru,Koga, Kenji,Tomioka, Kiyoshi
, p. 9351 - 9357 (2007/10/03)
A C2 symmetric chiral diether ligand, (1R,2R)-1,2-dimethoxy-1,2- diphenylethane, was designed and synthesized on the basis of the concept of an asymmetric oxygen atom. Mediated by the chiral diether, high enantioselectivities were achieved in conjugate addition of organolithiums to naphthaldehyde imine and cyclic and acyclic α,β-unsaturated aldimines. The absolute configuration of the product is predictable by the model.
Dispiroketals in Synthesis (Part 14): Functionalised Dispiroketals as New Chiral Auxiliaries; Highly Stereoselective Michael Additions to a Bifunctional, C2-Symmetrical Chiral Auxiliary.
Castle, Grant H.,Ley, Steven V.
, p. 7455 - 7458 (2007/10/02)
A bifunctional, C2-symmetrical chiral auxiliary derived from dihydroxylated dispiroketals has been used to induce a high degree of asymmetry in Michael additions of cuprates to a variety of di-α,β-unsaturated ester systems.
Asymmetric Michael Additions to α,β-Unsaturated Oxazolines. An Efficient Preparation of Chiral β,β-Disubstituted Propionaldehydes
Meyers, A. I.,Shipman, Michael
, p. 7098 - 7102 (2007/10/02)
A short stereoselective route to a variety of chiral, nonracemic α,β-unsaturated oxazolines derived from (S)-tert-leucinol is described.Addition of organolithium reagents to this chiral oxazoline occurs in a Michael fashion, giving rise to adducts with hi
CHIRAL HOMOENOLATE EQUIVALENTS. I. ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED ALDEHIDES VIA METALATED CHIRAL ALLYLAMINES
Ahlbrecht, Hubertus,Bonnet, Gerhard,Enders, Dieter,Zimmermann, Gerd
, p. 3175 - 3178 (2007/10/02)
Metalated chiral allylamines of type 2 (M = Li, K) are used as chiral homoenolate equivalents and allow after alkylation and acidic hydrolysis asymmetric C-C bond formations to β-substituted aldehydes in enantiomeric excesses up to 67percent.
