108122-11-8Relevant articles and documents
Asymmetric synthesis of highly substituted β-lactones by nucleophile-catalyzed [2+2] cycloadditions of disubstituted ketenes with aldehydes
Wilson, Jonathan E.,Fu, Gregory C.
, p. 6358 - 6360 (2004)
α,α-Disubstituted β-lactones can be obtained by the cycloaddition of the corresponding ketenes with aldehydes (see scheme). For the first time, a chiral PPY derivative, 1, serves as an efficient catalyst for the asymmetric synthesis of β-lactones (PPY = 4-pyrrolidin-1-ylpyridine). To date, this is the only catalyst that is effective for enantioselective cycloadditions of disubstituted ketenes with aldehydes. (Chemical equation presented).
A Novel Series of N-(1-Aminoalkylidene)carboximidamides as Potential Hypoglycemic Agents
Breslin, Henry J.,Kukla, Michael J.,Tuman, Robert W.,Rebarchak, Mary C.,Bowden, Charles R.
, p. 1597 - 1603 (2007/10/02)
Nitrogen heterocyclic carboximidamides, such as linogliride, 1a, have been shown to possess significant hypoglycemic activity and have shown clinical efficacy as potential antidiabetic agents.We evaluated the biological significance of the heterocyclic ring A of general structure 1, which has always been maintained in this class of compounds, by preparing acyclic compounds of general structure 2.Preliminary in vivo biological testing, i.e., the glucose tolerance test in rats, indicates that a number of the specific acyclic carboximidamides prepared, 6a-6kk, possessed significant hypoglycemic activity often comparable to, and in some cases better than, the activity noted for our model compound, 1a.These results suggest that the heterocyclic ring A of 1 is not essential for hypoglycemic activity for this class of compounds.
Silicon Hydrides and Molybdenum(O) Catalyst: A Novel Approach for Conjugate Reduction of α,β-Unsaturated Carbonyl Compounds
Keinan, Ehud,Perez, Daniel
, p. 2576 - 2580 (2007/10/02)
A novel reducing system comprised of phenylsilane and catalytic amounts of Mo(CO)6 in refluxing THF efficiently effects conjugate reduction of Michael acceptors, including α,β-unsaturated ketones, carboxylic acids, carboxylic esters, amides, and nitriles.The process involves molybdenum-catalyzed hydrosilation, followed by hydrolysis of the intermediate silyl enol ether.Hydride is regioselectively transferred from the hydridosilane to the β-carbon of the substrate, and a proton from water is incorporated into the α-carbon.