110480-94-9Relevant academic research and scientific papers
Asymmetric induction during electron transfer mediated photoreduction of carbonyl compounds: Role of zeolites
Shailaja,Kaanumalle, Lakshmi S.,Sivasubramanian, Karthikeyan,Natarajan, Arunkumar,Ponchot, Keith J.,Pradhan, Ajit,Ramamurthy
, p. 1561 - 1571 (2006)
Photochemistry of 17 aryl alkyl ketones included within cation exchanged zeolites has been examined. In solution five of the 17 ketones undergo intramolecular hydrogen abstraction reaction even in the presence of a chiral amine and the rest are photoreduced to the corresponding alcohol. Within zeolites all 17 ketones yielded in presence of a chiral amine, the corresponding alcohol as the major product. When a chiral amine was used as the coadsorbent within alkali ion exchanged zeolites, enantiomerically enriched alcohol was formed in all cases. The best chiral induction was obtained with phenyl cyclohexyl ketone (enantiomeric excess: 68%). 1H-13C Cross Polarization Magic Angle Spinning (CP-MAS) experiments, with a model ketone (perdeuterated acetophenone) and chiral amine (pseudoephedrine) included within MY zeolites, suggested that the cation brings the reactant and the chiral amine closer. The role of the cation in such a process is also revealed by the computation results. The results presented here highlight the importance of a supramolecular structure in forcing a closer interaction between a reactant and a chiral inductor that could be used to achieve asymmetric induction in photoproducts. The Royal Society of Chemistry 2006.
Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents
Chierchia, Matteo,Xu, Peilin,Lovinger, Gabriel J.,Morken, James P.
, p. 14245 - 14249 (2019)
A hybrid transition-metal/radical process is described that results in the addition of organozinc reagents and alkyl halides across alkenyl boron reagents in an enantioselective catalytic fashion. The reaction can be accomplished both intermolecularly and intramolecularly, providing useful product yields and high enantioselectivities in both manifolds.
Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure
Sung, Kihyuk,Lee, Mi-hyun,Cheong, Yeon-Joo,Kim, Yu Kwon,Yu, Sungju,Jang, Hye-Young
, p. 3090 - 3097 (2021/05/10)
Multi N-heterocyclic carbene(NHC)-modified iridium catalysts were employed in the β-alkylation of alcohols; dimerization of primary alcohols (Guerbet reaction), cross-coupling of secondary and primary alcohols, and intramolecular cyclization of alcohols. Mechanistic studies of Guerbet reaction, including kinetic experiments, mass analysis, and density functional theory (DFT) calculation, were employed to explain the fast reaction promoted by bimetallic catalysts, and the dramatic reactivity increase of monometallic catalysts at the late stage of the reaction. (Figure presented.).
ARYLCYCLOHEXYLAMINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF PSYCHIATRIC DISORDERS
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Paragraph 0311; 0312, (2021/07/02)
Provided herein are arylcyclohexylamine derivatives and their use in the treatment of psychiatric disorders.
Reductive Arylation of Amides via a Nickel-Catalyzed Suzuki–Miyaura-Coupling and Transfer-Hydrogenation Cascade
Boit, Timothy B.,Mehta, Milauni M.,Kim, Junyong,Baker, Emma L.,Garg, Neil K.
supporting information, p. 2472 - 2477 (2020/12/03)
We report a means to achieve the addition of two disparate nucleophiles to the amide carbonyl carbon in a single operational step. Our method takes advantage of non-precious-metal catalysis and allows for the facile conversion of amides to chiral alcohols via a one-pot Suzuki–Miyaura cross-coupling/transfer-hydrogenation process. This study is anticipated to promote the development of new transformations that allow for the conversion of carboxylic acid derivatives to functional groups bearing stereogenic centers via cascade processes.
A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids
Khan, Shah Nawaz,Zaman, Muhammad Kashif,Li, Ruining,Sun, Zhankui
, p. 5019 - 5026 (2020/05/01)
A general and practical method for decarboxylative hydroxylation of carboxylic acids was developed through visible light-induced photocatalysis using molecular oxygen as the green oxidant. The addition of NaBH4 to in situ reduce the unstable peroxyl radical intermediate much broadened the substrate scope. Different sp3 carbon-bearing carboxylic acids were successfully employed as substrates, including phenylacetic acid-type substrates, as well as aliphatic carboxylic acids. This transformation worked smoothly on primary, secondary, and tertiary carboxylic acids.
Coupling Reaction between Aldehydes and Non-Activated Hydrocarbons via the Reductive Radical-Polar Crossover Pathway
Yahata, Kenzo,Sakurai, Shu,Hori, Shuhei,Yoshioka, Shin,Kaneko, Yuki,Hasegawa, Kai,Akai, Shuji
supporting information, p. 1199 - 1203 (2020/02/04)
Herein, we describe the generation of an organochromium-type carbanion species from a non-activated C-H bond and its nucleophilic addition to aldehydes. The catalytic carbanion generation occurred through formal deprotonation of a non-activated C-H bond under mild conditions and did not need the prefunctionalization or anion stabilizing group. Carbon radical intermediates generated by decatungstate photocatalyst-mediated hydrogen abstraction were captured by a chromium salt with the reductive radical-polar crossover reaction to produce organochromium carbanions.
Covalently anchored chlorosulfonyl-calix[4]arene onto silica gel as an efficient and reusable heterogeneous system for reduction of ketones using NaBH4
Chenari, Ashkan Bagheri,Saber-Tehrani, Mandana,Mamaghani, Manouchehr,Nikpassand, Mohammad
, p. 45 - 53 (2019/09/06)
The catalytic activities of chlorosulfonyl-calix[4]arene-bonded silica gel (CSC[4]A-SG) as a novel heterogeneous catalyst was illustrated by efficient reduction of various ketones to their corresponding alcohols. To illustrate the promoting effect of the
Alpha-cyclopentyl (phenyl) methanol synthesis and resolution method
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Paragraph 0008, (2017/04/29)
The invention discloses an alpha-cyclopentyl (phenyl) methanol synthesis and biological catalytic resolution method. The invention is specifically realized by the following operation: cyclopentyl phenyl ketone is taken as a raw material and reduced to obt
Containing oxime substituent pyrazole piperidine ketone compound, and its composition and use thereof
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, (2017/02/28)
The invention relates to pyrazolopiperidone compounds, pharmaceutically-acceptable salts of the compounds and use of the compounds in preparation of medicines for treating Xa factor related diseases. Particularly, the invention relates to novel oxime substituent-containing pyrazolopiperidone compounds, pharmaceutical compositions containing the compounds and use of the compounds in the preparation of the medicines for treating the Xa factor related diseases.
