1244556-55-5Relevant academic research and scientific papers
Enantioselective Allylic Alkylation with 4-Alkyl-1,4-dihydro-pyridines Enabled by Photoredox/Palladium Cocatalysis
Zhang, Hong-Hao,Zhao, Jia-Jia,Yu, Shouyun
, p. 16914 - 16919 (2018)
Highly regio- and enantioselective allylic alkylation has been achieved enabled by the merger of photoredox and palladium catalysis. In this dual catalytic process, alkyl radicals generated from 4-alkyl-1,4-dihydropyridines act as the coupling partners of the π-allyl palladium complexes. The generality of this method has been illustrated through the reaction of a variety of allyl esters with 4-alkyl-1,4-dihydropyridines. This mechanistically novel strategy expands the scope of the traditional Pd-catalyzed asymmetric allylic alkylation reaction and serves as its alternative and potential complement.
Copper and palladium co-catalyzed highly regio-selective 1,2-hydroarylation of terminal 1,3-dienes
Zhang, Rumeng,Li, Qifan,Zhang, Min,Chai, Sida,Duan, Yuqi,Su, Jingfei,Zhao, Qian,Zhang, Chun
supporting information, p. 13551 - 13554 (2020/11/17)
A practical copper and palladium co-catalyzed highly regio-selective hydroarylation of terminal 1,3-dienes has been developed. This chemistry afforded the terminal alkenyl group containing products, which are a kind of versatile precursor for organic synthesis, from 1,3-dienes by a practical one-step reaction. With good functional group tolerance, this protocol could be used to make a series of bio-active compounds using readily accessible starting materials. The mechanism of this reaction was explored by control experiments and kinetics studies. This journal is
Rhodium-catalyzed allylation of benzyl acetates with allylsilanes
Onodera, Gen,Yamamoto, Eriko,Tonegawa, Shota,Iezumi, Makoto,Takeuchi, Ryo
scheme or table, p. 2013 - 2021 (2011/10/09)
Benzyl acetate reacted with allyltrimethylsilane to give an allylation product in the presence of a catalytic amount of the (cyclooctadiene)rhodium(I) chloride dimer {[Rh(cod)Cl]2}, sodium tetrakis[3,5- bis(trifluoromethyl)phenyl]borate (NaBARF), and triphenyl phosphite [P(OPh) 3] in refluxing 1,2-dichloroethane. Primary, secondary and tertiary benzyl acetates could be used for the reaction. Moreover, allylation of gem-benzyl acetate was possible with [Rh(cod)Cl]2, NaBARF, and P(OPh)3. Monoallylation and diallylation of gem-benzyl acetate could be controlled by altering the reaction conditions. Cationic rhodium species generated in situ act as a Lewis acid catalyst to give a benzyl carbocation by elimination of the acetoxy group from the benzylic carbon. Copyright
Catalytic coupling of N-benzylic sulfonamides with silylated nucleophiles at room temperature
Yang, Bai-Ling,Tian, Shi-Kai
supporting information; experimental part, p. 6180 - 6182 (2010/10/20)
In the presence of 2-10 mol% of Tf2NH, a range of N-benzylic sulfonamides smoothly react with allylic, propargylic, benzylic, or hydrido silanes at room temperature via sp3 carbon-nitrogen bond cleavage to afford structurally diverse products in moderate to excellent yields and with high chemo- and regioselectivity.
