22283-82-5Relevant academic research and scientific papers
Photocatalytic ring opening of α-epoxyketones: 1,3-Dioxolane formation
Memarian, Hamid R.,Nikpour, Farzad
, p. 1045 - 1053 (2002)
Photocatalytic ring opening of α-epoxyketones by 2,4,6-triphenylpyrylium tetrafluoroborate in acetone resulted in the formation of 1,3-dioxolanes as major products through C-O bond cleavage and the formation of alcoholic by-products through C-C bond cleav
Facile Synthesis of Enantiopure Sugar Alcohols: Asymmetric Hydrogenation and Dynamic Kinetic Resolution Combined
Lin, Xin,Ma, Baode,Shao, Pan-Lin,Wang, Jiang,Wen, Jialin,Zhang, Xumu
, p. 18166 - 18171 (2020/08/21)
An unprecedented Ir/f-amphox-catalyzed asymmetric hydrogenation of racemic 2,3-syn-dihydroxy-1,4-diones is presented involving dynamic kinetic resolution, which produces (1R,2R,3R,4R)-tetraols. This protocol constitutes an efficient and straightforward approach to accessing sugar alcohols bearing four contiguous stereocenters. The strategy exhibits various advantages over existing methods, including excellent yields (up to 98 %), exceptional stereoselectivities (up to 99:1 dr, 99.9 % ee), operational simplicity and substrate generality. Moreover, the nature of the reaction was revealed as a stepwise transformation by in situ Fourier-transform infrared spectroscopy and isolation of intermediates.
Radical Addition to the Carbonyl Carbon Promoted by Aqueous Titanium Trichloride: Stereoselective Synthesis of α,β-Dihydroxy Ketones
Clerici, Angelo,Porta, Ombretta
, p. 3872 - 3878 (2007/10/02)
Ketyl radicals, formed by chemoselective Ti(III) reduction of α,β-dicarbonyl compounds, add to the carbonyl carbon of aldehydes under mild conditions to afford α,β-dihydroxy ketones in good to excellent yields.Simple diastereoselectivity strongly depends on the bulk of groups bonded to both the ketyl radical and the aldehydic function.The relative configuration of two the keto diols was established by single-crystal X-ray diffractometry.
