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Showing 1 to 20 of 46 for “"enone"”.
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The Effects of Acetylenic Tricyclic Bis-(Cyano Enone) on Cell Migration
… metastasis. The acetylenic tricyclic bis-(cyano enone), TBE-31, has been shown to be a promising chemopreventative compound. However, its effects on cell migration are unknown. This thesis focuses on deciphering the molecular mechanisms TBE-31 utilizes to inhibit cell migration. I demonstrated …
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Studies toward a total synthesis of (±)-subergorgic acid
… the conversion of cyclopentanones into cyclopentenones. In the synthetic studies directed towards the total synthesis of (±)-subergorgic acid (8), the known keto ketal 101 was converted into the enone 100. Copper(I)-catalyzed conjugate addition of the Grignard reagent 91 to the enone 100, …
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Total syntheses of (+̲)-Methyl cantabrenonate, (+̲)-Methyl epoxycantabronate, and (+̲)-Crinipellin B
… of (±)-13, (±)-14 and (±)-15. A new cyclopentenone annulation procedure was elaborated to assemble the last 5-membered ring of crinipellin B (15). The syntheses of (±)-13 and (±)-14 first involved the conversion of 3-methy1-2-cyclopenten- 1-one (64) into the enone 62 via known chemistry. The …
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Synthesis of Limonoid and Steroidal intermediates
… enantiospecific approach to the limonoids. The enone 42 was subsequently dialkylated in a regio- and stereoselective manner to produce the intermediate 45. Removal of the silyl protecting group followed by oxidation and acid-catalysed annulation produced the tricyclic enone 53. Structure 53 …
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The total synthsis off linear anthrasteroids.
… abeta,11,11a-tetradecahydro-7-cyclopent[b]anthrac-enone was accomplished. The synthesis presented provides a short, direct route to linear anthrasteroid analogues. This compares favourably with the synthesis reported by S. Aoyama and K. Sasaki, which involves complex transformations of steroids.The …
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Chemoenzymatic Formal Total Syntheses of Tetrodotoxin and an Approach to Daphenylline
… rearrangement sequence to construct a common enone intermediate. The resulting key enone was transformed into Fukuyama's intermediate in four steps, into Alonso's intermediate in six steps, and into Sato's intermediate in seven steps. Fukuyama’s route employed a highly stereoselective allyl …
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The Asymmetric Synthesis Of The C1'-C10' Portion of Pamamycin-621A
… using a cuprate conjugate addition to join enone fragment 52 and organostannane fragment 64a. Fragments 52 and 64a were both synthesized from (S)-methylketene dimer 51.
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Synthesis of the Antimalarial Flindersial Alkaloids
… to give a β-carboline, which opens to a 2-enone tryptamine in the presence of base. A BINOL catalyzed enantioselective conjugate addition of a vinyl boronic acid to the 2-enone tryptamine has been achieved. A pyrrolo[a]indole unit could be connected to another indole unit by a Sonagashira …
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The chemistry of thujone : new enantioselective syntheses of Ambrox[Registered trade mark] and Epi-Ambrox
… elaborated to obtain the key intermediate, enone 143. As a model study for the synthesis of racemic 2 and 3, a synthetic sequence starting with a cyclohexanone derivative has also been developed to afford the racemic intermediate143. Acid catalyzed Robinson annelation of …
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Design, Synthesis and Biological Screening of Novel Cucsinspired Estrone Analogues Towards Treatment of Hepatocellular Carcinoma
… studies suggested the potential of the 23, 24 enone side chain of CUCS to bind to the Epidermal Growth Factor Receptor (EGFR). Due to the limited quantities of CUCS upon isolation and the challenges of total synthesis of CUCS, therefore estrone skeleton were used as a starting scaffold to …
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A new synthesis of enantiomerically pure bicyclic ketones. Total synthesis of the diterpenoids (-)-Kolavenol and (-)-Agelasine B
… and the novel, optically active trimethylstannyl enone 64,in which the trimethylstannyl moiety acts as a readily removable "anchoring" group. The trimethylstannyl group has a pronounced effect on the circular dichroism of the optically active ketones. A discussion of these effects is presented. A …
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Novel synthetic routes to 14β,17β-Propano and cyclopenta [14,15]19-norsteroids
… Chemoselective conjugate reduction of the ring enone gave rise to 14-allyl-3-methoxy-14β-estra-1,3,5(10)-trien-17-one in 51% overall yield for five steps. Regioselective oxidation of the 14β-allyl group furnished precursors for intramolecular coupling reactions with the 17-oxo group, providing …
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Regio- und stereoselektive Synthese von Sesquiterpenen und hormonell aktiven Cholesterinderivaten
… wurde unter Anwendung der [3+2]-Cycloaddition an Enone synthetisch hergestellt. Die [2+2]-Cycloaddition an Acrylsäurederivate wurde angewandt für einen Einstieg zur Totalsynthese des Oleander Scale Pheromons. Im zweiten Teil der Arbeit wird die Synthese hormonell aktiver Cholesterinderivate …
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Evaluation of camphor derivatives in terpenoid synthesis
… of the resulting 1,5-diene (64) provided hydrindenone 66. Ring expansion of 66 provided decalin intermediate 69 which contains the A/B ring system common to many terpenoids; however, the stereo-specific introduction of an angular methyl group to provide a system such as 40 eludedus. Therefore, a …
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Low-temperature vinylcyclopropane rearrangement in the total synthesis of (-) - specionin
… the development of an efficient preparation of enone 56 from cis arene diol 66.
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A total synthesis of aphidicolin
… the addition of the kinetic enolates of cyclohexenones to β, β-disubstituted acceptors. Several combinations of carboethoxy, cyano, and sulfinyl substituents were utilized. Also, use of sulfinyl butenolides as acceptors demonstrated that considerable stereochemical control may be exercised over …
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Total synthesis of Galbulimima alkaloids. Resin-bound glycosyl phosphates as glycosyl donors.
… oxidative unveiling as the corresponding C16-enone. Completely diastereoselective introduction of the C-ring via radical cyclization chemistry followed by an enamine-ketone addition for construction of the CDE-ring system allowed rapid entry to the pentacyclic core of these alkaloids. The …
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The synthesis, characterisation and photochemistry of novel organometallic complexes
… of various cyclopentadienyl, arene, diene and enone complexes was attempted. Novel ferrocenyl fulgides, including several methoxy-substituted analogues were synthesised, and have been shown to display E/Z-photoisomerism. In contrast with the report by McVey et al,81 we showed that …
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One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation
… a cross-coupling reaction between -chlorocyclohexenones with boronic acids, followed by aerobic oxidation of the resulting enone. This method is also suitable for the synthesis of meta- and ortho-disubstituted phenols, which have so far been especially difficult to access using existing synthetic …
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