42461-91-6Relevant academic research and scientific papers
Hydroamination versus Allylic Amination in Iridium-Catalyzed Reactions of Allylic Acetates with Amines: 1,3-Aminoalcohols via Ester-Directed Regioselectivity
Kim, Seung Wook,Wurm, Thomas,Brito, Gilmar A.,Jung, Woo-Ok,Zbieg, Jason R.,Stivala, Craig E.,Krische, Michael J.
supporting information, p. 9087 - 9090 (2018/08/03)
In the presence of a neutral dppf-modified iridium catalyst and Cs2CO3, linear allylic acetates react with primary amines to form products of hydroamination with complete 1,3-regioselectivity. The collective data, including deuterium labeling studies, corroborate a catalytic mechanism involving rapid, reversible acetate-directed aminoiridation with inner-sphere/outer-sphere crossover followed by turnover-limiting proto-demetalation mediated by amine.
Stereoselective and Site-Specific Allylic Alkylation of Amino Acids and Small Peptides via a Pd/Cu Dual Catalysis
Huo, Xiaohong,He, Rui,Fu, Jingke,Zhang, Jiacheng,Yang, Guoqiang,Zhang, Wanbin
, p. 9819 - 9822 (2017/08/02)
We report a stereoselective and site-specific allylic alkylation of Schiff base activated amino acids and small peptides via a Pd/Cu dual catalysis. A range of noncoded α,α-dialkyl α-amino acids were easily synthesized in high yields and with excellent enantioselectivities (up to >99% ee). Furthermore, a direct and highly stereoselective synthesis of small peptides with enantiopure α-alkyl or α,α-dialkyl α-amino acids residues incorporated at specific sites was accomplished using this dual catalyst system.
Palladium-catalyzed diastereoselective synthesis of homoaldol equivalent products
Horino, Yoshikazu,Sugata, Miki,Sugita, Tetsu,Aimono, Ataru,Abe, Hitoshi
, p. 2131 - 2134 (2017/05/09)
A palladium-catalyzed reaction of easily accessible 3-(pinacolatoboryl)allyl acetates and aldehydes provides facile access to synthetically useful homoaldol equivalent products with high diastereoselectivity. The reaction presumably proceeds via allylation of aldehydes with α-acetoxy allylboronates that produced in situ by reductive elimination from allylic gem-palladium/boryl intermediates.
NOVEL PIPERINE DERIVATIVES AND USES THEREOF
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, (2015/01/06)
The present invention provides novel piperine derivatives. The present pharmaceutical or food composition containing a piperine derivative as an active ingredient is very effective in preventing or treating metabolic diseases including obesity, diabetes, dyslipidemia, fatty liver and insulin resistance syndrome. Piperine derivatives of the present invention useful as pharmaceuticals compositions or functional food compositions has therapeutic efficacies for metabolic syndrome selected from the group consisting of obesity, diabetes, hyperlipidemia, fatty liver and insulin resistance syndrome, and also suppress the differentiation of progenitor cells and reduce the accumulation of triglycerides.
NOVEL PIPERINE DERIVATIVE AND USE THEREFOR
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, (2015/01/16)
The present invention provides novel piperine derivatives. The present pharmaceutical or food composition containing a piperine derivative as an active ingredient is very effective in preventing or treating metabolic diseases including obesity, diabetes,
Access to cinnamyl derivatives from arenes and allyl esters by a biomimetic aerobic oxidative dehydrogenative coupling
Gigant, Nicolas,Baeckvall, Jan-E.
supporting information, p. 1664 - 1667 (2014/04/17)
An efficient biomimetic aerobic oxidative dehydrogenative alkenylation of arenes with allyl esters is presented. The reaction proceeds under an ambient pressure of oxygen with relatively low catalyst loading of palladium acetate, employing catalytic amounts of electron-transfer mediators (ETMs). This study represents a new environmentally friendly method for the synthesis of cinnamyl derivatives.
Ni- and pd-catalyzed synthesis of substituted and functionalized allylic boronates
Zhang, Ping,Roundtree, Ian A.,Morken, James P.
supporting information; scheme or table, p. 1416 - 1419 (2012/06/01)
Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy3 or Ni/PPh3 complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd 2(dba)3, PdCl2, Pd/C], starting with easily accessed allylic halides.
Palladium-catalyzed heck-type reactions of allylic esters with arylboronic acids or potassium aryltrifluoroborates
Yao, Bo,Liu, Yan,Wang, Meng-Ke,Li, Jin-Heng,Tang, Ri-Yuan,Zhang, Xing-Guo,Deng, Chen-Liang
experimental part, p. 1069 - 1076 (2012/05/31)
A selective and general route to (E)-1,3-diaryl-prop-1-enes and (E)-3-arylallyl acetates has been developed by palladium-catalyzed Heck-type reactions of allylic esters with arylboronic acids or potassium aryltrifluoroborates. The present method selectively proceeds including β-OAc elimination or β-H elimination on the basis of the boronic acids. Whereas a variety of allylic esters were reacted with arylboronic acids, palladium(II) acetate [Pd(OAc)2], tetra(n-butyl)ammonium chloride [(n-Bu)4NCl] and postassium dihydrogen phosphate (KH 2PO4) to afford the corresponding diarylation products in moderate to good yields, treatment of allylic esters with potassium aryltrifluoroborates furnished the corresponding monoarylation products. Copyright
Pd(II)-catalyzed direct olefination of arenes with allylic esters and ethers
Shang, Xiaojie,Xiong, Yun,Zhang, Yuexia,Zhang, Lei,Liu, Zhongquan
supporting information; experimental part, p. 259 - 262 (2012/03/08)
A convenient Pd(II)-catalyzed direct olefination of unactivated arenes with allylic esters and ethers via C-H activation was demonstrated. Under the typical conditions, various aryl-substituted allylic esters and ethers can be prepared. Georg Thieme Verlag Stuttgart - New York.
DDQ catalyzed benzylic acetoxylation of arylalkanes: a case of exquisitely controlled oxidation under sonochemical activation
Kumar, Vinod,Sharma, Abhishek,Sharma, Meenakshi,Sharma, Upendra K.,Sinha, Arun K.
, p. 9718 - 9723 (2008/02/12)
Acetoxylated arylalkanes are selectively obtained via sonochemical activation of DDQ catalyzed benzylic oxidation of arylalkanes in the presence of anhydrous acetic acid. The method gives an exquisite control of benzylic acetoxylation under ultrasound, in contrast to the uncontrolled oxidation observed under conventional heating or microwave activation. In addition, the developed method could be?a useful strategy for the synthesis of industrially important enantiopure benzyl alcohols due to the easy amenability of obtained acetoxylated products toward chiral resolution.
