100058-84-2Relevant academic research and scientific papers
First reference to the alkoxymetallation of diisobutylaluminium and bromomagnesium-2-vinyloxy ethoxide to the corresponding (1,3-dioxolan-2- yl)methyl organometallics
Maier, Peter,Redlich, Hartmut
, p. 257 - 259 (2000)
Diisobutylaluminium and bromomagnesium-2-vinyloxy-ethoxide add at carbonyl compounds in the manner of (1,3-dioxolan-2-yl)methyl organometallics, giving the carbon-carbon addition products. It is assumed that the aluminium and magnesium compounds of 2-viny
Sc(OTf)3-Catalyzed Addition of Bromomagnesium 2-Vinyloxy Ethoxide to Various Aldehydes Leading to Protected Aldol Products
Quinio, Pauline,Kohout, Laura,Roman, Daniela Sustac,Gaar, Jakob,Karaghiosoff, Konstantin,Knochel, Paul
, p. 1715 - 1719 (2016)
The addition of bromomagnesium 2-vinyloxy ethoxide to various aldehydes in the presence of 10 mol% Sc(OTf)3 provides a broad range of functionalized protected aldol compounds. The enantioselective preparation of these aldols can be achieved via a Swern oxidation-CBS reduction sequence. Use of the dioxolane derived from 2-bromocyclohexanone provides the expected aldol product as the anti diastereoisomer (dr >99:1).
One-Pot Preparation of Alcohols from Aromatic Olefins and Acrylic Acid Derivatives by Cobalt(II) Porphyrin-Catalyzed Reductive Oxygenation Followed by Reduction with Trimethyl Phosphite
Matsusita, Yoh-ichi,Sugamoto, Kazuhiro,Matsui, Takanao
, p. 925 - 928 (1993)
Various aromatic olefins and acrylic acid derivatives were converted to benzyl alkohols and α-hydroxyalkanoic acid derivatives in good yields by the reductive oxygenation with oxygen and triethylsilane in the presence of catalytic amount of cobalt(II) porphyrin followed by treating the reaction mixture with trimethyl phosphite.
Cobalt(II) Porphyrin-Catalyzed Oxidation of Olefins to Ketones with Molecular Oxygen and Triethylsilane in 2-Propanol
Matsushita, Yoh-ichi,Matsui, Takanao,Sugamoto, Kazuhiro
, p. 1381 - 1384 (2007/10/02)
An efficient conversion of olefins to ketones was achieved by the use of molecular oxygen and triethylsilane in the presence of a catalytic amount of cobalt(II) complex of porphyrin.The oxidation was accelerated remarkably in alcohols and had chomoselectivity for conjugated olefins.
Acylketene acetals in organic synthesis
Eid Jr.,Konopelski
, p. 975 - 992 (2007/10/02)
The preparation and reactivity of achiral and enantiomerically pure acylketene acetals are described. The key reactions of these substrates involve facile conjugate hydroboration and organolithium addition. Enantiomerically pure acylketene acetals were employed to generate a homochiral β-keto ketal through a highly diastereoselective lithium enolate quench. This β-ketal, which was also prepared through a desymmetrization ketalization reaction on a meso dione, was employed in the synthesis of the insect pheromone sitophilure.
