Efficient Ruthenium-Catalyzed Transfer Hydrogenation/Hydrogenation of 1,3-Cycloalkanediones to 1,3-Cycloalkanediols Using Microwave Heating

Abstract

A number of 1,3-cycloalkanediones were efficiently reduced to the corresponding diols in good yield by the use of a ruthenium catalyst, 2-propanol, and hydrogen gas under microwave heating.

Asymmetric Synthesis of Bicyclic Diol Derivatives through Metal and Enzyme Catalysis: Application to the Formal Synthesis of Sertraline

“…Diol 1 a was prepared in high yield, as previously described, by using Rucatalyzed transfer hydrogenation. [12,13] Diol 1 b was prepared from the corresponding diketone according to a procedure developed by Enriquez-Garcia and Kündig. [14] Diol 1 c is known, [15] but has not been explored to any great extent.…”

Shvo’s Catalyst in Hydrogen Transfer Reactions

“…The Shvo catalyst 1 was successfully used in the transfer hydrogenation of 1,3-diones to the corresponding 1,3-diols with isopropanol as the hydrogen donor (2) [36,37]. This reaction is synthetically useful for the reduction of cyclic diones since reduction of these diketones by LiAlH 4 preferentially gives the allylic alcohol [36].…”

“…This reaction is synthetically useful for the reduction of cyclic diones since reduction of these diketones by LiAlH 4 preferentially gives the allylic alcohol [36]. Also piperidine-3,5-diones were efficiently reduced to the corresponding diols by isopropanol using 1 as catalyst [37], and these diols were subsequently used in dynamic kinetic asymmetric transformations (DYKATs) to provide stereodefined 3,5-disubstituted piperidines [36,37]. 88 M.C.…”

Ruthenium(II) complex catalysts bearing a pyridyl-supported pyrazolyl-imine ligand for transfer hydrogenation of ketones

“…Baratta et al recently reported highly active ruthenium(II) 2-(aminomethyl)pyridine (ampy) phosphane complex catalysts for TH of ketones which have shown an acceleration effect by the N-H functionality in the ampy ligand [5][6][7][8]. Several Ru(II) complex catalysts featuring no N-H functionality have also been documented for TH of ketones [9][10][11][12]. In order to construct highly active transition metal complex catalysts, development of versatile ligands has been strongly desired.…”