60012-63-7Relevant academic research and scientific papers
Hemilabile Benzyl Ether Enables Γ-C(sp3)-H Carbonylation and Olefination of Alcohols
Tanaka, Keita,Ewing, William R.,Yu, Jin-Quan
supporting information, p. 15494 - 15497 (2019/10/16)
Pd-catalyzed C(sp3)-H activation of alcohol typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C-H bonds. Herein we report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct Γ- or δ-C-H carbonylation and olefination of alcohols. The utility of this approach is also demonstrated in the late-stage C-H functionalization of β-estradiol to rapidly prepare desired analogues that required multi-step syntheses with classical methods.
Hemilabile Benzyl Ether Enables γ-C(sp3)-H Carbonylation and Olefination of Alcohols
Tanaka, Keita,Ewing, William R.,Yu, Jin-Quan
supporting information, (2019/10/22)
Pd-catalyzed C(sp3)-H activation of alcohol typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C-H bonds. Herein we report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct γ- or δ-C-H carbonylation and olefination of alcohols. The utility of this approach is also demonstrated in the late-stage C-H functionalization of β-estradiol to rapidly prepare desired analogues that required multi-step syntheses with classical methods.
Highly efficient alkylation of epoxides with R3Al/H2O systems based on the double activation of epoxy oxygens
Abe, Noriko,Hanawa, Hideo,Maruoka, Keiji,Sasaki, Minoru,Miyashita, Masaaki
, p. 5369 - 5372 (2007/10/03)
Alkylation of epoxides can be effected with trialkylaluminum/water system, which is much superior to the parent trialkylaluminum. Bidentate bis(dialkyl)aluminoxanes and their hypothetical analogues seem to be active species for the double activation of epoxy substrates. Such double-activation ability is emphasized using several synthetic examples in comparison with the corresponding monodentate derivatives. The double coordination complex formation of bidentate (Me2Al)2O is characterized with THF by 1H and 13C NMR spectroscopy.
