859189-07-4Relevant academic research and scientific papers
A convenient and efficient synthesis of dipeptidyl benzoxaboroles and their peptidomimetics
Fu, Zhengyan,He, Jiangpeng,Tong, Aiping,Xie, Yongmei,Wei, Yuquan
, p. 2843 - 2852 (2013)
We have developed a convenient and efficient method for the synthesis of dipeptidyl benzoxaboroles and their peptidomimetics. The novel dipeptidyl benzoxaboroles were obtained by the protecting-group-free coupling of 6-amino-1,3-dihydro-2,1-benzoxaborol-1-ol with various N-(arylcarbonyl) phenylalanines. Bioisosteric replacement of the terminal amide moiety of dipeptidyl benzoxaboroles by 1,3,4-oxadiazoles or 4H-3,1-benzothiazin-4-one provided their peptidomimetics with good molecular diversity. These transformations were based on the pluripotency of methyl (S)-2-isothiocyanato-3- phenylpropanoate and were highlighted by mild reaction conditions, high atom efficiency, and good to excellent isolated yields. This method is a valuable addition to the development of novel drug-like boronic acid molecules. Georg Thieme Verlag Stuttgart ? New York.
Environmentally benign nucleophilic substitution reaction of arylalkyl halides in water using CTAB as the inverse phase transfer catalyst
Godha, Atul K.,Thiruvengadam, Jayaraman,Abhilash, Viswanadhan,Balgi, Prajwal,Narayanareddy,Vignesh, Kumaresan,Gadakh, Amol V.,Sathiyanarayanan,Ganesh, Sambasivam
supporting information, p. 16041 - 16045 (2019/10/28)
An environmentally benign, practically scalable and highly selective C-arylalkylation of active methylene compounds is developed using CTAB as the inverse phase transfer catalyst in water. The methodology developed is elaborated into the one-pot synthesis of quinoline derivatives and also applicable to the regioselective N-aralkyl of 2-pyridones.
Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α-Substituted β-Ketoesters via Dynamic Kinetic Resolution
Gu, Guoxian,Lu, Jiaxiang,Yu, Ouran,Wen, Jialin,Yin, Qin,Zhang, Xumu
supporting information, p. 1888 - 1892 (2018/04/16)
An iridium/f-amphol catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent enantioselectivity (up to >99% enantiomeric excess (ee)). A catalytic model is proposed to explain the stereoselectivity.
Thiourea catalysed reduction of α-keto substituted acrylate compounds using Hantzsch ester as a reducing agent in water
Weng, Guanglin,Ma, Xiaobo,Fang, Dongmei,Tan, Ping,Wang, Lijiao,Yang, Linlin,Zhang, Yuanyuan,Qian, Shan,Wang, Zhouyu
, p. 22909 - 22912 (2017/07/10)
The first method for the reduction of α-keto substituted acrylate compounds by Hantzsch ester in water under the catalysis of thiourea has been developed. The products were isolated in moderate to high yields (38-95%). These products are important intermediates in the synthesis of a series of natural products and other biologically active molecules.
Regioselective palladium(II)-catalyzed desulfitative heck-type reaction: Access to α-benzyl-β-keto esters from Baylis-Hillman adducts and sodium sulfinates
Bal Raju, Kammari,Mari, Vellakkaran,Nagaiah, Kommu
supporting information, p. 2867 - 2874 (2013/10/22)
A new palladium(II)-catalyzed desulfitative Heck-Type arylation from sodium arenesulfinates and Baylis-Hillman adducts for the synthesis of highly functionalized α-benzyl-β-keto ester derivatives in good to excellent yields has been developed. This methodology is simple and mild, it can utilize halogen bearing building blocks, and it has excellent regioselectivity. Georg Thieme Verlag Stuttgart ? New York.
Heck reaction of Baylis-Hillman adducts with iodobenzenes using a catalytic amount of Pd/C under solvent-free conditions
Kim, Hyun-Soo,Lee, Sang-Jin,Choi, Boram,Yoon, Cheol Min
, p. 3161 - 3164 (2012/11/13)
The reaction of Baylis-Hillman adducts with iodobenzenes using commercially available palladium-on-carbon as a catalyst under solvent-free conditions afforded the corresponding coupling products, α-benzyl-β-keto esters, in high to excellent yields. The reactions are very efficient.
