2046-23-3Relevant academic research and scientific papers
Titanocene-catalyzed conjugate reduction of αβ-unsaturated carbonyl derivatives
Ashfeld, Brandon L.,Kosal, Andrew D.
scheme or table, p. 44 - 47 (2010/03/03)
"Chemical Equation Presented" A titanocene-catalyzed conjugate reduction of αβ-unsaturated carbonyl derivatives has been developed. A series of carbonyl compounds including aldehydes, ketones, esters, and amides proved viable in the reduction process providing an efficient, chemoselective method for the catalytic reduction of unsaturated carbonyl derivatives.
Reactions of diazoalkanes with unsaturated compounds 15. Catalytic reactions of unsaturated carbonyl compounds and their derivatives with diazomethane
Khanova,Sultanova,Zlotskii,Dokichev,Tomilov
, p. 1003 - 1007 (2007/10/03)
The present study concerned with the influence of the nature of the acetal fragment in unsaturated compounds on the reactivity of the C=C bond in cyclopropanation reactions with diazomethane catalyzed by copper and palladium compounds. The acetal substitu
18-Cycloalkyl Analogues of Enisoprost
Collins, Paul W.,Gasiecki, Alan F.,Perkins, Willam E.,Gullikson, Gary W.,Jones, Peter H.,Bauer, Raymond F.
, p. 1001 - 1006 (2007/10/02)
By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede ω chain metabolism and prolong duration of gastric antisecretory activity.An initial product of ω chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison.The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED 50 of enisoprost.The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues.The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.
REACTIONS OF DIAZOALKANES WITH UNSATURATED COMPOUNDS. 6. CATALYTIC CYCLOPROPANATION OF UNSATURATED HYDROCARBONS AND THEIR DERIVATIVES WITH DIAZOMETHANE
Dzhemilev, U. M.,Dokichev, V. A.,Sultanov, S. Z.,Khusnutdinov, R. I.,Tomilov, Yu. V.,et al.
, p. 1707 - 1714 (2007/10/02)
A systematic study has been conducted of the catalytic reaction of diazomethane with cyclic and polycyclic unsaturated hydrocarbons, conjugated dienes, as well as with a series of functionalized unsaturated conpounds.The feasibility of using transition metal, nontransition metal, and rare earth metal compounds of, for example, Co, Ni, Zr, Rh, and Dy, has been demonstrated for the first time.It has also been established that Pd(acac)2 has very high activity as a catalyst for the cyclopropanation of terminal and endocyclic double bonds by diazomethane, and that its activity is reduced upon the introduction of n-donor ligands or in the presence of strong polar solvents.
Omega cycloalkyl prostaglandins
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, (2008/06/13)
This invention encompasses prostaglandins of the formula I STR1 wherein R represents hydrogen or lower alkyl containing 1 to 6 carbon atoms; X represents --CH2 --, --CH=CH--, --C C--, --CH2 --C C--, --CH2 --CH=CH-- --CH2 --CH2 --CH2, --CH=CH--CH2 --, --C C--CH2 --; and R1 represents cyclopropyl, cyclobutyl, cyclopentyl, 1-methylcyclopropyl or 1-methylcyclobutyl or XR1 together represent 1-methyl-1-cyclopropylethyl or 1-methyl-1-cyclobutylethyl; and R2 is lower alkyl having 1 to 4 carbon atoms or vinyl or ethynyl; the wavy line represents optional R or S sterochemistry These compounds are potent antisecretory agents.
Omega cycloalkyl prostaglandins
-
, (2008/06/13)
This invention encompasses prostaglandins of the formula I STR1 wherein R' represents hydroxymethyl, hydroxyacetyl or --CO2 R wherein R represents hydrogen or lower alkyl containing 1 to 6 carbon atoms; R' represents lower alkyl containing 1 to 6 carbon atoms, vinyl or ethynyl; R represents cycloalkyl containing 3 to 5 carbon atoms; and the wavy line represents optional R,S stereochemistry. These compounds are potent antisecretory compounds and cytoprotective agents with reduced diarrhea side effects.
