Article
Chemistry, Multidisciplinary
Kaili Zhang, Qixing Liu, Renke He, Danyi Chen, Zhangshuang Deng, Nianyu Huang, Haifeng Zhou
Summary: The asymmetric reduction of C = O bonds of 2-arylidene cycloalkanones using a chiral ruthenium complex as a catalyst and HCOOH/Et3N as a hydrogen source resulted in high yields and high enantiomeric excess. This method is not only suitable for small-scale synthesis, but also applicable for the gram-scale synthesis of pharmaceutically important compounds.
Article
Chemistry, Physical
Renat Kadyrov
Summary: An efficient and simple catalytic system has been developed for the hydrogenation of carboxylic esters using commercially available Ru-salts and imidazolium salts. This combination enables the reduction of esters to alcohols at moderate temperature and pressure, offering a practical method for alcohol synthesis.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Physical
Martin Soto, Vicente Gotor-Fernandez, Humberto Rodriguez-Solla, Walter Baratta
Summary: The transfer hydrogenation of flavanones and ortho-hydroxychalcones catalyzed by ruthenium pincer complexes allows the synthesis of ortho-hydroxy 1,3-diarypropanols with high yield and selectivity. The amount of co-catalyst is crucial for the reduction reaction, while using pincer catalysts with specific ligands can achieve high enantiomeric excess and moderate conversion rates in the reduction of flavanones.
Article
Chemistry, Multidisciplinary
Deli Sun, Xianghua Tao, Guobin Ma, Jifen Wang, Yunrong Chen
Summary: We report an asymmetric Ni-catalyzed cross-electrophile coupling approach for the preparation of enantioenriched aryl/vinyl alkyl carbinol esters. The method demonstrates a broad substrate scope and tolerance towards various functional groups.
Article
Chemistry, Multidisciplinary
Rajesh K. Jena, Mahesh Samanta, Mohan C. Sau, Sonali Panda, Braja N. Patra, Manish Bhattacharjee
Summary: A complex ruthenium compound has been synthesized and characterized, which exhibits high efficiency as a catalyst in carbon-carbon bond formation reactions. The use of specific additives can increase selectivity and prevent the generation of unwanted side products.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Nuria Vazquez-Galinanes, Isabel Velo-Heleno, Martin Fananas-Mastral
Summary: A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described, which allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereoselectivity. These products show versatile reactivity and can be converted into cyclic boron compounds and polyenes.
Article
Chemistry, Physical
Michael Rauch, Jie Luo, Liat Avram, Yehoshoa Ben-David, David Milstein
Summary: This study reports a novel synthesis of thioesters and reveals the mechanism of their reverse hydrogenation. Experimental and computational approaches were used to elucidate the likely pathway of the reactions and discuss the impact of hydrogen gas pressure on selectivity. The study also identified the competitive nature of reactions between thiols and alcohols, as well as the stability differences of related catalysts.
Article
Chemistry, Physical
Subramanian Thiyagarajan, Raman Vijaya Sankar, Puthannur K. Anjalikrishna, Cherumuttathu H. Suresh, Chidambaram Gunanathan
Summary: This article describes a simple method for the coupling of nitriles with allylic alcohols catalyzed by a ruthenium pincer complex. Mechanistic studies were conducted to investigate the catalytic cycle. The method demonstrated tolerability towards reactive functional groups such as carbamate, sulfonate, olefin, cyano, and trifluoromethyl-substituted benzyl nitriles. Additionally, the synthesis of anipamil drug and the utility of delta-hydroxynitrile products in the synthesis and functionalization of biologically active molecules were demonstrated.
Article
Chemistry, Physical
Prashant Kumar, Pravesh Kumar, Sugumar Venkataramani, S. S. V. Ramasastry
Summary: This study reveals a new chemical reactivity pattern of allylic gem-diacetates and successfully synthesizes complex benzo[f]chromene compounds, demonstrating the versatility of the method. Additionally, interesting photochromic properties of the new classes of benzo[f]chromenes are discovered.
Article
Chemistry, Physical
Prashant Kumar, Pravesh Kumar, Sugumar Venkataramani, S. S. V. Ramasastry
Summary: This work explores the unusual chemical reactivity pattern of allylic gem-diacetates and establishes them as new prototypes for synthesizing complex benzo[f]chromene systems. The versatility of the method in synthesizing bioactive natural products based on chromene is demonstrated, along with the discovery of interesting photochromic properties of the new classes of benzo[f]chromenes.
Article
Chemistry, Organic
Wanjun Chen, Yaping Cheng, Tao Zhang, Yu Mu, Wenqi Jia, Guodu Liu
Summary: A nickel-catalyzed stereoselective asymmetric intramolecular reductive coupling of N-1,6-alkynones was reported, achieving efficient synthesis of versatile functionalized chiral pyrrolidines with high yields, excellent stereoselectivity, and enantioselectivity. The developed reaction is applicable to a broad substrate scope and can be scaled up to gram scale without loss of enantioselectivity. The study also investigated ligand effects and reaction mechanism, suggesting wider applications in organic synthesis and chemical biology, and potential for further explorations in new research fields.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Xinying Cai, Huicong Xing, Ju Qiu, Bowen Li, Peizhong Xie
Summary: A cooperative catalytic system was designed and successfully applied to the dehydrative allylation of alkenes, with a novel C-OH bond cleavage method playing a crucial role. Various alkenes and allylic alcohols with diverse functional groups can be efficiently incorporated into the desired cross-coupling reaction, yielding 1,4-dienes with moderate to high yields and high selectivity.
Article
Chemistry, Organic
Felipe C. Demidoff, Guilherme S. Caleffi, Marcella Figueiredo, Paulo R. R. Costa
Summary: The article describes the one-pot C=C/C=O reduction of chalcones using a oxo-tethered-Ru(II) precatalyst, showing good yields and enantiomeric purities. The results indicate that the enones are first reduced to dihydrochalcones and then converted into 1,3-diarylpropan-1-ols. The study also evaluates the effects of different groups at various positions on the aromatic ring and highlights the tolerance of the 2-OH group.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Ren-Xiao Liang, Heng-Wei Tang, Jia-Liang Liu, Jian-Feng Xu, Ling-Jia Chen, Yi-Xia Jia
Summary: A highly enantioselective cobalt-catalyzed desymmetrizing reductive cyclization of alkynyl cyclodiketones has been developed. This reaction utilizes HBpin as a reducing agent and ferrocene-based PHOX as a chiral ligand to achieve moderate to excellent yields of polycyclic tertiary allylic alcohols with excellent enantioselectivities (up to 99%). The reaction demonstrates broad substrate scope, high functional group compatibility, and a proposed CoH-catalyzed pathway.
Article
Chemistry, Physical
Jesus Alberto Avendano Villarreal, Fabio Godoy Delolo, Artur Vicari Granato, Elena Vitalievna Gusevskaya, Eduardo Nicolau dos Santos
Summary: Hydroformylation and olefin metathesis are common synthetic tools in the chemical industry. While they have been used in the production of various industrial chemicals within the same synthetic route, there is limited research on combining these two reactions in a one-pot procedure. This study successfully integrated the two reactions and demonstrated efficient synthesis of 2-arylpropanals, valuable compounds for accessing non-steroidal anti-inflammatory drugs.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
