88534-44-5Relevant academic research and scientific papers
Iridium-Catalyzed γ-Selective Hydroboration of γ-Substituted Allylic Amides
Zhao, Hongliang,Gao, Qian,Zhang, Yajuan,Zhang, Panke,Xu, Senmiao
supporting information, p. 2861 - 2866 (2020/04/02)
Reported here for the first time is the Ir-catalyzed γ-selective hydroboration of γ-substituted allylic amides under mild reaction conditions. A variety of functional groups could be compatible with reaction conditions, affording γ-branched amides in good yields with ≤97% γ-selectivity. We have also demonstrated that the obtained borylated products could be used in a series of C-O, C-F, C-Br, and C-C bond-forming reactions.
Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes
Wang, Guangzhu,Liang, Xinyi,Chen, Lili,Gao, Qian,Wang, Jian-Guo,Zhang, Panke,Peng, Qian,Xu, Senmiao
supporting information, p. 8187 - 8191 (2019/05/27)
The regioselective hydroboration of aliphatic internal alkenes remains a great challenge. Reported herein is an iridium-catalyzed hydroboration of aliphatic internal alkenes, providing distal-borylated products in good to excellent yields with high regioselectivity (up to 99:1). We also demonstrate that the C?B bond of the distal-borylated product can be readily converted into other functional groups. DFT calculations indicate that the reaction proceeds through an unexpected IrIII/IrV cycle.
Catalytic Regio- and Enantioselective Oxytrifluoromethylthiolation of Aliphatic Internal Alkenes by Neighboring Group Assistance
Xu, Jia,Zhang, Yuanyuan,Qin, Tian,Zhao, Xiaodan
supporting information, p. 6384 - 6388 (2018/10/09)
Chiral selenide-catalyzed oxytrifluoromethylthiolation of aliphatic internal alkenes by a formally intermolecular strategy is disclosed, affording CF3S 1,3-amino alcohol and 1,3-diol derivatives with high regio-, enantio-, and diastereoselectivities. The reactions are promoted by a neighboring imide or ester group on substrates via a six-membered ring transition state. This assistance strategy is also successfully applied to the regio- and diastereoselective oxyhalofunctionalization of internal alkenes and the conversion of alkynes.
Chiral Selenide-Catalyzed Enantioselective Construction of Saturated Trifluoromethylthiolated Azaheterocycles
Luo, Jie,Liu, Yannan,Zhao, Xiaodan
supporting information, p. 3434 - 3437 (2017/07/15)
An indane-based, bifunctional, chiral selenide catalyst has been developed. The new catalyst is efficient for the enantioselective synthesis of saturated azaheterocycles possessing a trifluoromethylthio group. The desired products were obtained in good yields with high diastereo- and enantioselectivities.
Ligand-controlled regiodivergent Ni-catalyzed reductive carboxylation of allyl esters with CO2
Moragas, Toni,Cornella, Josep,Martin, Ruben
, p. 17702 - 17705 (2015/02/19)
A novel Ni-catalyzed regiodivergent reductive carboxylation of allyl esters with CO2 has been developed. This mild, user-friendly, and operationally simple method is characterized by an exquisite selectivity profile that is dictated by the ligand backbone.
Hydrocarboxylation of allenes with CO2 catalyzed by silyl pincer-type palladium complex
Takaya, Jun,Iwasawa, Nobuharu
supporting information; experimental part, p. 15254 - 15255 (2009/03/12)
Tridentate PSiP pincer-type palladium complex-catalyzed hydrocarboxylation of allenes under carbon dioxide to give synthetically useful β,γ-unsaturated carboxylic acids was developed. This novel CO2-fixation reaction is thought to proceed through the catalytic generation of σ-allyl palladium species via hydropalladation of allenes, followed by its regioselective nucleophilic addition to CO2 in the presence of an appropriate reducing agent. The reaction is successfully applied to various allenes bearing functional groups such as ester, carbamate, ketone, and alkene, showing high synthetic utility of this protocol. Copyright
