90147-73-2Relevant academic research and scientific papers
Palladium/Zinc Co-Catalyzed Asymmetric Hydrogenation of γ-Keto Carboxylic Acids
Zhang, Keyang,Zhang, Xuexin,Chen, Jingchao,Liu, Zixiu,Pan, Chunxiang,Zhu, Yuanbin,Wu, Shiyuan,Fan, Baomin
supporting information, p. 1229 - 1232 (2021/05/03)
A palladium-catalyzed asymmetric hydrogenation of levulinic acid has been successful developed by using Zn(OTf)2 as co-catalyst. The present method not only has provided a strategy in the palladium-catalyzed asymmetric hydrogenation of ketone, but also allowed the preparation of a wide range of chiral γ-valerolactones in good yields with excellent enantioselectivities.
Organic catalyst and ligand with rigid spiro[indane-1,2'-pyrrolidine] skeleton, synthesis and application
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Paragraph 0136; 0142-0144; 0156; 0159; 0163; 0166, (2019/05/08)
The invention discloses an organic catalyst and ligand with rigid spiro[indane-1,2'-pyrrolidine] skeleton, synthesis and application. The invention further discloses synthesis methods thereof. The method raw material is cheap and easy to obtain; the react
Preparation and Application of Amino Phosphine Ligands Bearing Spiro[indane-1,2′-pyrrolidine] Backbone
Feng, Lifei,Jiao, Peng,Li, Hongjie,Li, Shasha,Zhang, Jinxia
, p. 9460 - 9473 (2019/08/26)
P,Nsp3-bidentate chiral ligands bearing spiro[indane-1,2′-pyrrolidine] backbone were prepared in gram scale for the first time. Pd complexes of these air-stable amino phosphine ligands could catalyze asymmetric allylic substitutions of malonate-, alcohol-, and amine-type nucleophiles in up to 97percent ee and 99percent yield. A crystal structure of [Pd(II)(η3-1,3-diphenylallyl)(ligand)]PF6 indicated possible transition states of the catalytic reactions. These ligands are characteristic of a very rigid backbone, which is simple but highly effective. They rival C2-symmetric bisphosphine, P,Nsp2-bidentate, and P,Nsp3-bidentate ligands in tested allylic substitutions. ?
Niobium pentachloride-mediated novel homologation reactions using α-trialkylstannylmethyl-β-keto esters
Yamamoto, Makoto,Nakazawa, Misako,Kishikawa, Keiki,Kohmoto, Shigeo
, p. 2353 - 2354 (2007/10/03)
In the presence of niobium pentachloride (NbCl5), an α-trialkylstannylmethyl-β-keto ester is homologated to the corresponding γ-keto ester in good yield; the reaction mechanism is discussed.
Synthesis of 1,4-Keto Esters and 1,4-Diketones via Palladium-Catalyzed Acylation of Siloxycyclopropanes. Synthetic and Mechanistic Studies
Fujimura, Tsutomu,Aoki, Satoshi,Nakamura, Eiichi
, p. 2809 - 2821 (2007/10/02)
The reaction of a variety of siloxycyclopropanes with acid chlorides in the presence of a catalytic amount of a palladium/phosphine complex gives 1,4-dicarbonyl compounds to good yield. 1-Alkoxy-1-(trialkylsiloxy)-cyclopropanes react with both aromatic and aliphatic acid chlorides in chloroform to give 1,4-keto esters.Synthesis of 1,4-diketones by the acylation of 1-alkyl- or 1-aryl-1-siloxycyclopropanes has been achieved by carrying out the reaction if HMPA under 10-20 atm of carbon monoxide.Kinetic studies and product analysis revealed the unique mechanism of this reaction, which involves rate-determining cleavage of the strained cyclopropane carbon-carbon bond with a coordinatively unsaturated acylpalladium chloride complex.Ab initio calculations of hydroxylated cyclopropane model compounds showed that the unique reactivities of the siloxycyclopropanes may be correlated with the molecular orbital properties of these compounds rather than their ground-state structural properties.
Acid-Catalyzed Transformation of α-Hydroxy-γ-oxo Acetals to γ-Oxo Esters. A Novel Deconjugation of 4-Oxo-2-alkenal Acetals
Kanemasa, Shuji,Nakagawa, Norihiko,Suga, Hiroyuki,Tsuge, Otohiko
, p. 180 - 184 (2007/10/02)
Under acid catalysis, α-hydroxy-γ-oxo acetals which are readily available from the nitrile oxide cycloaddition route are smoothly convrted into γ-oxo esters.This unusual and high-yield transformation involves rare acid-catalyzed deconjugation of the inter
Palladium- and platinum-catalyzed reaction of siloxycyclopropanes with acid chlorides. A homoenolate route to 1,4-dicarbonyl compounds
Aoki,Fujimura,Nakamura,Kuwajima
, p. 6541 - 6544 (2007/10/02)
1,4-Keto esters and 1,4-diketones have been synthesized by the palladium-catalyzed reaction of siloxycylopropanes and acid chlorides.
Carbon-Carbon Bond-Forming Reactions of Zinc Homoenolate of Esters. A Novel Three-Carbon Nucleophile with General Synthetic Utility
Nakamura, Eiichi,Aoki, Satoshi,Sekiya, Kouichi,Oshino, Hiroji,Kuwajima, Isao
, p. 8056 - 8066 (2007/10/02)
In the presence of suitable catalysts and additives, the zinc homoenolate of alkyl propionate and its congeners undergo a variety of carbon-carbon bond-forming reactions, e.g., addition onto carbonyl compounds, allylation, arylation, vinylation, and acylation, to produce diverse kinds of alkanoates and cyclopropane derivatives.The moderately reactive zinc homoenolate exhibited a very high degree of chemoselectivity in these reactions.Me3SiCl has been found to greatly accelerate 1,2- or 1,4-addition and the allylation reaction of the zinc reagent.
