62164-86-7Relevant academic research and scientific papers
Caesium fluoride-mediated hydrocarboxylation of alkenes and allenes: Scope and mechanistic insights
Gevorgyan, Ashot,Obst, Marc F.,Guttormsen, Yngve,Maseras, Feliu,Hopmann, Kathrin H.,Bayer, Annette
, p. 10072 - 10078 (2019/11/14)
A caesium fluoride-mediated hydrocarboxylation of olefins is disclosed that does not rely on precious transition metal catalysts and ligands. The reaction occurs at atmospheric pressures of CO2 in the presence of 9-BBN as a stoichiometric reductant. Stilbenes, β-substituted styrenes and allenes could be carboxylated in good yields. The developed methodology can be used for preparation of commercial drugs as well as for gram scale hydrocarboxylation. Computational studies indicate that the reaction occurs via formation of an organocaesium intermediate.
Catalytic Enantioselective Synthesis of 2,5-Dihydrooxepines
Shim, Su Yong,Cho, Soo Min,Venkateswarlu, Anipireddy,Ryu, Do Hyun
supporting information, p. 8663 - 8666 (2017/07/17)
A Michael addition initiated cyclopropanation/retro-Claisen rearrangement tandem reaction was developed for the enantioselective synthesis of highly functionalized 2,5-dihydrooxepines. In the presence of a chiral oxazaborolidinium ion (COBI) catalyst, the reaction proceeds to give good yields and high enantioselectivity.
Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid
Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei
supporting information, p. 8757 - 8760 (2016/07/15)
Enantioselective [3+2] coupling of cyclic enamides with quinone monoimines was realised using a chiral phosphoric acid as a catalyst. This transformation allowed for the synthesis of highly enantioenriched polycyclic 2,3-dihydrobenzofurans (up to 99.9% ee). The absolute configuration of one product was determined by an X-ray crystal structural analysis. We also found a possible mechanism for this reaction.
