65311-22-0Relevant academic research and scientific papers
A Novel Method for the Preparation of Acid-Sensitive Epoxides from Olefins with the Combined Use of Molecular Oxygen and Aldoacetal Catalyzed by a Cobalt(II) Complex
Yorozu, Kiyotaka,Takai, Toshihiro,Yamada, Tohru,Mukaiyama, Teruaki
, p. 2195 - 2202 (1994)
An efficient synthesis of acid-sensitive epoxides, such as chromene oxide or epoxide of γ,δ-unsaturated alcohol, was successfully achieved by the oxygenation of corresponding olefins with the combined use of an atmospheric pressure of molecular oxygen and aldoacetal catalyzed by a cobalt(II) complex coordinated with the 1,3-diketone ligand.The reactions proceeded under mild and neutral conditions, and the desired epoxides were obtained in good yields.Neither overoxidation nor decomposition of the formed epoxide was observed under the present reaction conditions.Furthermore, various silyl enol ethers and silyl ketene acetals, acid-sensitive compounds, were also smoothly monooxygenated into the corresponding α-hydroxy ketones and α-hydroxy carboxylic acid esters, respectively.
High-temperature Diels-Alder reactions: Transfer from batch to continuous mode
Abele, Stefan,Hoeck, Stefan,Schmidt, Gunther,Funel, Jacques-Alexis,Marti, Roger
experimental part, p. 1114 - 1120 (2012/08/27)
The transfer of a Diels-Alder reaction of (cyclohexa-1,5-dien-1-yloxy) trimethylsilane 1 with α-acetoxyacrylonitrile 2 and acrylonitrile 8, respectively, from batch to continuous mode is presented, using standard and widely available laboratory equipment. A standard microwave-based system was used as probe for the transfer to flow reactors. Temperature and residence time have been optimized in small coiled-tube reactors and confirmed with two production runs in a flow reactor. The inherent increase in safety caused by the small volumes at high temperatures and the achieved productivity (approximately 100 g/h using acrylonitrile) are offering advantages over the batch mode which suffers from thermokinetic limitations for scale-up.
Osmium-Catalyzed Oxidative Transformation of Alkenes to α-Ketols with Peracetic Acid
Murahashi, Sun-Ichi,Naota, Takeshi,Hanaoka, Hidenori
, p. 1767 - 1770 (2007/10/02)
The OsCl3-catalyzed oxidation of alkenes with peracetic acid at room temperature gives the corresponding α-ketols, which are important building units for synthesis of biological active compounds.
Ruthenium-Catalyzed Oxidative Transformation of Alkenes to α-Ketols with Peracetic Acid. Simple Synthesis of Cortisone Acetate
Murahashi, Shun-Ichi,Saito, Takao,Hanaoka, Hidenori,Murakami, Yoshihide,Naota, Takeshi,et al.
, p. 2929 - 2930 (2007/10/02)
The reactions of alkenes with peracetic acid in the presence of RuCl3 catalyst gave the corresponding α-ketols, which are important building units for synthesis of biological active compounds, such as cortisone acetate.
Epoxidation of Olefinic Compounds with Combined Use of Molecular Oxygen and Propionaldehyde Diethyl Acetal Catalyzed by Cobalt(II) Complex. Efficient Method for the Preparation of Acid-sensitive Epoxides
Yorozu, Kiyotaka,Takai, Toshihiro,Yamada, Tohru,Mukaiyama, Teruaki
, p. 1579 - 1582 (2007/10/02)
Synthesis of acid-sensitive epoxides such as epoxide of bishomoallyl alcohol or chromene oxide was achieved by the epoxidation of corresponding olefins with combined use of molecular oxygen and propionaldehyde diethyl acetal catalyzed by cobalt(II) comple
Aglycone fragmentation accompanies β-glucosidase catalyzed hydrolysis of salicortin, a naturally-occurring phenol glycoside
Clausen, Thomas P.,Koller, John W.,Reichardt, Paul B.
, p. 4537 - 4538 (2007/10/02)
Salicortin (1a), upon enzyme-mediated glycosidic hydrolysis, undergoes an unusual and rapid fragmentation-recombination reaction leading to 2 via postulated ortho-quinone methide (3) and enol (4) intermediates.
Oxidation of 2-trimethylsilyloxy-1,3-dienes with triphenyl phosphite ozonide. A regioselective α′-hydroxylation of α,β-unsaturated ketones
Iwata, Chuzo,Takemoto, Yoshiji,Nakamura, Ayatsugu,Imanishi, Takeshi
, p. 3227 - 3230 (2007/10/02)
The present work deals with a novel method for the introduction of hydroxyl group to the α′-carbon of α,β-unsaturated ketones using triphenyl phosphite ozonide.
THE OXYGENATION OF α-ISOPHORONE AND ITS SILYL ENOL ETHER WITH t-BuOOH IN THE PRESENCE OF METAL CATALYSTS
Hosokawa, Takahiro,Inui, Shiro,Murahashi, Shun-Ichi
, p. 1081 - 1082 (2007/10/02)
Treatment of α-isophorone (1) with t-BuOOH in the presence of palladium(II) or copper(I) catalyst gives ketoisophorone (2) selectively.A similar treatment of silyl enol ether 7 derived from 1 affords 6-hydroxylisophorone 8.
