- HMOX1 inducers
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The present invention is related to compounds of structure (I) as heme oxygenase 1 (HMOX 1) inducers. The present invention is also related a method of controlling the activity or the amount, or both the activity and the amount, of heme-oxygenase 1 in a mammalian subject. The definitions of the variables are provided herein.
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Page/Page column 35
(2020/09/18)
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- Palladium-Mediated Remote Functionalization in γ- And ?-Arylations and Alkenylations of Unblocked Cyclic Enones
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We report herein an extensive investigation of simple and regioselective endo- as well as exo-γ-arylations of silyl-dienol ethers of unblocked cyclic enones with the utilization of palladium-catalyzed, modified Kuwajima-Urabe conditions. We have also successfully explored a new exo-?-arylation of silyl-trienol ethers of π-extended cyclic enones. In addition, we also report, herein, exclusive γ- and ?-alkenylation of silyl-dienol and silyl-trienol ethers of cyclic enones.
- Saini, Gaurav,Mondal, Arpan,Kapur, Manmohan
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supporting information
p. 9071 - 9075
(2019/11/14)
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- A Solvent-Free Reaction for Silyl Enol Ethers Synthesis
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Silyl enol ethers are extremely useful nucleophilic intermediates for chemical transformations because they are synthetically versatile substrates for a wide range of C-C bond-forming reactions. Here, we present a new, mild, and solvent-free procedure for the synthesis of silyl enol ethers that employs a catalytic amount of solid-supported base and an equimolar amount of N, O -(bistrimethylsilyl)acetamide as a silylating agent.
- Morozzi, Chiara,Rosati, Ornelio,Curini, Massimo,Lanari, Daniela
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supporting information
p. 126 - 130
(2017/12/28)
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- The cinchona primary amine-catalyzed asymmetric epoxidation and hydroperoxidation of α,β-unsaturated carbonyl compounds with hydrogen peroxide
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Using cinchona alkaloid-derived primary amines as catalysts and aqueous hydrogen peroxide as the oxidant, we have developed highly enantioselective Weitz-Scheffer-type epoxidation and hydroperoxidation reactions of α,β-unsaturated carbonyl compounds (up to 99.5:0.5 er). In this article, we present our full studies on this family of reactions, employing acyclic enones, 5-15-membered cyclic enones, and α-branched enals as substrates. In addition to an expanded scope, synthetic applications of the products are presented. We also report detailed mechanistic investigations of the catalytic intermediates, structure-activity relationships of the cinchona amine catalyst, and rationalization of the absolute stereoselectivity by NMR spectroscopic studies and DFT calculations.
- Lifchits, Olga,Mahlau, Manuel,Reisinger, Corinna M.,Lee, Anna,Fares, Christophe,Polyak, Iakov,Gopakumar, Gopinadhanpillai,Thiel, Walter,List, Benjamin
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supporting information
p. 6677 - 6693
(2013/06/05)
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- Preventive and/or Therapeutic Agent for Diabetic Vascular Disorder and Respiratory Disorder
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The present invention provides preventive and/or therapeutic agents for either one, or both, of a diabetic vascular disorder and a diabetic respiratory disorder comprising, as an active ingredient, a cyclohexenone long chain alcohol compound represented b
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- Di-tert-butylmagnesium as an atom-efficient, carbon-centred base reagent for the preparation of silyl enol ethers from ketones
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Di-tert-butylmagnesium has been found to be a reactive, yet non-nucleophilic and non-reductive, carbon-centred base for the deprotonation of a series of ketones. This reagent demonstrates equally high reactivity when used as either the pre-formed reagent, or in a more accessible one-pot protocol from the parent Grignard reagent, and offers improved atom-efficiency over more traditionally employed bases. Georg Thieme Verlag Stuttgart.
- Kerr, William J.,Watson, Allan J. B.,Hayes, Douglas
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experimental part
p. 1386 - 1390
(2009/04/06)
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- THERAPEUTIC AGENT FOR SENSORY ABNORMALITY
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The present invention provides therapeutic agents for sensory disorders represented by the following formula (1): [wherein R1, R2, and R3 each represent a hydrogen atom or a methyl group, and X represents a linear or branc
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Page/Page column 13
(2008/06/13)
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- Synthesis of 1,2,3,4-tetrahydrocarbazoles and related tricyclic indoles
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Reduction of 2-(2-nitrophenyl)-2-cyclohexene-1-ones using palladium on carbon under 1 atm of hydrogen gas at ambient temperature affords 1,2,3,4-tetrahydrocarbazoles in excellent isolated yields. The starting materials were prepared by intermolecular Stille coupling of 2-iodo-2-cyclohexen-1-ones with 2-(tributylstannyl)-1-nitrobenzenes.
- Scott, Tricia L.,Burke, Nicholas,Carrero-Martínez, Grissell,S?derberg, Bj?rn C.G.
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p. 1183 - 1190
(2007/10/03)
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- Bismesitylmagnesium: A thermally stable and non-nucleophilic carbon-centred base reagent for the efficient preparation of silyl enol ethers
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Bismesitylmagnesium has been established as an accessible, practical, convenient, and non-nucleophilic carbon-centred base reagent for efficient access to silyl enol ethers from a series of ketone substrates at readily utilisable temperatures. The Royal Society of Chemistry.
- Kerr, William J.,Watson, Allan J. B.,Hayes, Douglas
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p. 5049 - 5051
(2008/09/17)
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- Synthesis of 5-substituted 4,5,6,7-tetrahydroindoles from cyclohexanones
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5-Substituted 4,5,6,7-tetrahydroindoles were prepared from 4-substituted cyclohexanones in three steps: conversion to an enol silyl ether, introduction of a formylmethyl group at 2-C, and the Paal-Knorr pyrrole synthesis by reacting the 1,4-dicarbonyl compounds with ammonia. The substituents are H, methyl, ethyl, tert-butyl, methoxy, and phenyl.
- Lee, Chang Kiu,Lee, In-Sook Han,Noland, Wayland
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p. 419 - 428
(2008/02/09)
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- Heteroatom-guided torquoselective olefination of α-oxy and α-amino ketones via ynolates
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Ynolates were found to react with α-alkoxy-, α-siloxy-, and α -aryloxyketones at room temperature to afford tetrasubstituted olefins with high Z selectivity. Since the geometrical selectivity was determined in the ring opening of the β-lactone enolate intermediates, the torquoselectivity was controlled by the ethereal oxygen atoms. From experimental and theoretical studies, the high Z selectivity is in duced by orbital and steric interactions rather than by chelation. In a similar manner, α-dialkylamino ketones provided olefins with excellent Z selectivity. These products can be easily converted into multisubstituted butenolides and γ-butyrolactams in good yield.
- Shindo, Mitsuru,Yoshikawa, Takashi,Itou, Yasuaki,Mori, Seiji,Nishii, Takeshi,Shishido, Kozo
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p. 524 - 536
(2008/09/20)
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- Stem cell differentiation-inducing promoter
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Provided is a stem-cell differentiation and induction promoter, which comprises as an effective ingredient a cyclohexenone long-chain alcoholic derivative represented by the formula (1):[wherein, R1, R2 and R3 each indepen
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- Cyclohexenone long-chain alcohol and medicament containing same
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Described is a cyclohexenone long-chain alcohol represented by the formula (1): wherein R1, R2 and R3 each independently represents a hydrogen atom or a methyl group and X represents a C10-18 alkylene or alkenylene group. The cyclohexanone long-chain alco
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- Effect of cyclohexenonic long chain fatty alcohols on neurite outgrowth. Study on structure-activity relationship
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Four series of long chain fatty alcohols bearing a cyclohexenone moiety in addition to a ω-alkanol side chain were synthesized using 'Umpolung' reactivity strategy. Their effect on neurite outgrowth was evaluated by means of fetal rat neurons in culture. The length of the ω-hydroxy side chain is a crucial factor for biological activity.
- Girlanda-Junges, Celine,Keyling-Bilger, Florence,Schmitt, Gaby,Luu, Bang
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p. 7735 - 7748
(2007/10/03)
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- [4 + 3] cycloadditions of cyclic oxyallyls and cyclic 1,3-dienes
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The [4 + 3] cycloaddition of the oxyallyl intermediates, derived from 2-chlorocyclohexanone and related compounds, to cyclic 1,3-dienes under the F?hlisch conditions (Et3N in CF3CH2OH) has been examined to assess its scope
- Jin, Shu-Juan,Choi, Jong-Ryoo,Oh, Jonghoon,Lee, Dongha,Cha, Jin Kun
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p. 10914 - 10921
(2007/10/03)
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- Lewis Acid Mediated α-Alkylation of Carbonyl Compounds, VII. Regio and Position Specific α-tert-Alkylation of Ketones
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Structurally different ketones can be alkylated at the α-position via their silyl enol ethers with tert-alkyl halides in the presence of Lewis acids such as titanium tetrachloride (->27 - 35).Concerning the alkylation agent, the position specific introduction of branched and cyclic tert-alkyl groups is possible (->41 - 49).Bridgehead halides of the type 1-adamantyl bromide react analogously (->52 - 61).Silyl enol ethers derived from unsymmetrical ketones react regiospecifically (->63, 64, 66, 67).If the reaction partners contain additional functional groups such as aryl residues (->68, 69) or ester groups (->71) or primary alkyl halides moieties (->73), selectivity in the desired manner is observed. α,α'-Bis-tert-alkylated ketones (74 - 76) are also easily accessible, but not the α,α-isomers.
- Reetz, Manfred T.,Maier, Wilhelm F.,Chatziiosifidis, Ioannis,Giannis, Athanassios,Heimbach, Horst,Loewe, Ursula
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p. 3741 - 3757
(2007/10/02)
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