5664-10-8Relevant articles and documents
Organoselenium-Catalyzed Regioselective C?H Pyridination of 1,3-Dienes and Alkenes
Liao, Lihao,Guo, Ruizhi,Zhao, Xiaodan
supporting information, p. 3201 - 3205 (2017/03/17)
An efficient approach for organoselenium-catalyzed regioselective C?H pyridination of 1,3-dienes to form pyridinium salts has been developed. This method was also successfully applied to direct C?H pyridination of alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as pyridine sources in the pyridination reactions. The obtained pyridinium salts could be further converted under different conditions. This work is the first example of catalytic C-2 direct C?H functionalization of 1,3-dienes and the first case of organoselenium-catalyzed C?H pyridination.
Interception of nazarov reactions of allenyl vinyl ketones with dienes: (3+2)- Versus (4+3)-cycloaddition and subsequent rearrangement
Morgan, Timothy D. R.,Lefort, Fran?ois M.,Li, Zhe,Marx, Vanessa M.,Boyd, Russell J.,Burnell, D. Jean
supporting information, p. 2952 - 2959 (2015/04/27)
Capture of the cyclic oxyallyl cation intermediates from the BF3-mediated Nazarov reactions of three allenyl vinyl ketones with various dienes was accomplished by (3+2)- and (4+3)-cycloaddition. The relative amounts of these types of products were dependent on the substitution on the diene, and this could be linked to steric hindrance. Treatment of the (3+2)-cycloaddition products with BF3·Et2O led mainly to decomposition but also to ring-opened molecules and ring-enlarged structures. The computed Gibbs energies of the (3+2)-cycloaddition products, the products of the acid treatment and of some transition states leading to rearranged products were compared.
Asymmetric dehydrative C-, N-, and O-allylation using Naph-diPIM-dioxo-i- Pr-CpRu/p-TsOH combined catalyst
Miyata, Kengo,Kitamura, Masato
experimental part, p. 2138 - 2146 (2012/09/22)
(S,S)- or (R,R)-Naph-diPIM-dioxo-i-Pr-CpRu(II) complex with a Bronsted acid catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The new soft Ru/hard H+ combined catalyst can also be used for intramolecular C-, N-, and O-allylations, giving nearly enantiomerically pure α-alkenyl-substituted cyclic compounds. As water is only the co-product, the synthetic process can be readily scaled up. Georg Thieme Verlag Stuttgart New York.
