58653-97-7Relevant articles and documents
Alkylglycidic Acids: Potential New Hypoglycemic Agents
Ho, Winston,Tutwiler, Gene F.,Cottrell, Sandra C.,Morgans, Dave J.,Tarhan, Okan,Mohrbacher, Richard J.
, p. 2184 - 2190 (1986)
A series of alkylglycidic acid analogues and derivatives were synthesized and tested for their ability to inhibit long-chain fatty acid oxidation in vitro and to lower blood sugar in rats.The extent of inhibition of carnitine acyl transferase, the enzyme
SYSTEMS AND METHODS FOR REGIOSELECTIVE CARBONYLATION OF 2,2-DISUBSTITUTED EPOXIDES
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Paragraph 0147; 0165, (2020/06/05)
Provided are methods of carbonylating cyclic substrates to produce carbonyl ated cyclic products. The cyclic substrates may be 2, 2-di substituted epoxides and the cyclic products may be β,β-di substituted lactones. The method may be carried out by forming and pressurizing a reaction mixture of the cyclic substrate, a solvent, carbon monoxide, and a [LA+][CO(CO)4-] catalyst, where [LA+] is a Lewis acid capable of coordinating to the cyclic substrate. The method may proceed with a regioselectivity of 90:10 or greater. The resulting carbonylated cyclic products may be converted to ketone aldol products that retain the stereochemistry and enantiomeric ratio of the carbonyl ated cyclic products.
Regioselective Carbonylation of 2,2-Disubstituted Epoxides: An Alternative Route to Ketone-Based Aldol Products
Hubbell, Aran K.,Lapointe, Anne M.,Lamb, Jessica R.,Coates, Geoffrey W.
supporting information, p. 2474 - 2480 (2019/02/14)
We report the regioselective carbonylation of 2,2-disubstituted epoxides to β,β-disubstituted β-lactones. Mechanistic studies revealed epoxide ring-opening as the turnover limiting step, an insight that facilitated the development of improved reaction conditions using weakly donating, ethereal solvents. A wide range of epoxides can be carbonylated to β-lactones, which are subsequently ring-opened to produce ketone-based aldol adducts, providing an alternative to the Mukaiyama aldol reaction. Enantiopure epoxides were demonstrated to undergo the carbonylation/ring-opening process with retention of stereochemistry to form enantiopure β-hydroxy esters.
1,2,4-Oxadiazoles: A new class of anti-prostate cancer agents
Khatik, Gopal L.,Kaur, Jasmine,Kumar, Varun,Tikoo, Kulbhushan,Nair, Vipin A.
scheme or table, p. 1912 - 1916 (2012/04/04)
Sulfide and sulfonyl derivatives of 1,2,4-oxadiazoles were synthesized and screened by MTT assay on the prostate cancer cells, DU-145. Six compounds were identified as potential anti-prostate cancer agents with IC50 values ranging from 0.5 to 5
Epoxidation and oxidation reactions using divinyl benzene crosslinked polystyrene supported t-butyl hydroperoxide
Sheela,Sreekumar
, p. 943 - 950 (2007/10/03)
Divinyl benzene (DVB) crosslinked polystyrene supported t-butyl hydroperoxide resin has been prepared and employed in the epoxidation of olefins and oxidation of alcohols. The reagent is found to be efficient as the low molecular weight t-butyl hydroperoxide. Presence of catalyst enhanced the reaction efficiency remarkably. Influence of various reaction parameters such as solvent, temperature and molar excess of the reagent on the reactivity of the polymeric reagent is also being investigated.
Catalyst-free gas-phase epoxidation of alkenes
Berndt, Torsten,Boege, Olaf
, p. 584 - 585 (2007/10/03)
Butadiene, styrene, cyclohexene, allyl acetate, methyl methacrylate, and allyl alcohol were epoxidized in a gas-phase reaction in the absence of a catalyst. The applied oxidizing agent is ozone. With exception of allyl alcohol (selectivity to glycidol: 58%), the selectivity to the corresponding epoxide ranged from 88 to 97%. For acrylonitrile, there was no measureable conversion. Copyright
Process for making bicalutamide and intermediates thereof
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Page 18, (2010/02/06)
Bicalutamide and/or its intermediates are made by the use of p-fluorobenzenesulfinic acid salt as a reagent.
Efficient epoxidation of electron-deficient olefins with a cationic manganese complex
Murphy, Andrew,Dubois, Geraud,Stack
, p. 5250 - 5251 (2007/10/03)
The complex [MnII(R,R-mcp)(CF3SO3)2] is an efficient and practical catalyst for the epoxidation of electron-deficient olefins. This catalyst is capable of epoxidizing olefins with as little as 0.1 mol % catalyst in under 5 min using 1.2 equiv of peracetic acid as the terminal oxidant. A wide scope of substrates are epoxidized including terminal, tertiary, cis and trans internal, enones, and methacrylates with >85% isolated yields. Copyright
Process for making bicalutamide and intermediates thereof
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, (2008/06/13)
Bicalutamide and/or its intermediates are made by the use of p-fluorobenzenesulfinic acid salt as a reagent.