- Tertiary mercaptoketone, and fragrance and flavor composition containing the same
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[PROBLEM TO BE SOLVED]: To provide a new fragrance and flavor element which have high acceptability, excel in odorant, flavor, depth, etc., and can be useful as a flavor seasoning substance for various products effectively, and to provide a fragrance and a flavor composition containing the same. [SOLUTION]: The tertiary mercaptoketone shown by following formula(I): [Wherein, R and R' are the same or different C1-C3 alkyl group; and the total carbon number of R and R' is 3 or 4], the method for producing the compound, and the fragrance and flavor composition containing the compound.
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Page/Page column 12
(2010/02/12)
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- Palladium Catalyzed Reaction of Acyltins with Organic Halides
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Palladium catalyzed reaction of acyltins with organic halides were investigated.Among the halides, acyl halides and allylic halides were good substrates, and the latter gave allylic ketones in good yields.
- Kosugi, Masanori,Naka, Hiroyuki,Harada, Saburo,Sano, Hiroshi,Migita, Toshihiko
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p. 1371 - 1372
(2007/10/02)
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- Acylations des cetones α-β-ethyleniques catalysees par les acides sulfoniques : synthese concomitante de sels de pyrylium et de dihydro-2,3-pyrones-4
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The acylation of α,β-ethylenic ketones by carboxylic acid anhydrides catalyzed by sulfonic acids lead to the expected unsymmetrical pyrylium salts. 2,3-Dihydro-pyran-4-ones are also formed.The respective yields depend upon the alkyl substituents of the starting material.
- Graindorge, Herve,Roussel, Christian
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p. 454 - 458
(2007/10/02)
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- Synthese de tetraalkyl-1,3,6,8 naphtyridines-2,7 dissymetriques
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Ketonic compounds such as 4-hydroxy-4-methyl-2-pentanone, 4-methoxy-4-methyl-2-pentanone, 2-methyl-2-hexene-4-one and 2,5-dimethyl-2-hexene-4-one have been acylated by propionyl chloride, isobutyrylchloride, acetylchloride under Friedel-Crafts conditions and treated with liquid ammonia to give new 1,3,6,8-tetraalkyl-2,7-naphthyridines 8 and 9, together with 2,6-dialkyl-4-methyl-pyridine 7.Whatever the steric requirement of acylating agent the alkyl substituent already attached to the ketonic starting material is preferentially located in position 3 of the naphthyridine nucleus.Symmetrical 2,6-dialkyl-4-methyl pyridines 1 and symmetrical 1,3,6,8-tetraalkyl-2,7-naphthyridines which are evidenced, come from deacylation of the starting material followed by di- or tetraacylation of the resulting isobutene.
- Erre, Claude H.,Roussel, Christian
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p. 454 - 457
(2007/10/02)
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- PYRYLIUM SALTS FROM FRIEDEL-CRAFTS ACYLATION OF ISOPARAFFINS : ISOOCTANE
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It is shown that acylation of isooctane in AlCl3/CHCl3 medium leads to 2,6-dialkyl-4-methylpyrynium salts, unsaturated ketones and isobutane.Compared to acylation of other isoparaffins, better yields are obtained due to an autocatalytic process.
- Arnaud, Michel,Pedra, Annette,Erre, Claude,Roussel, Christian,Metzger, Jacques
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p. 761 - 764
(2007/10/02)
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- Process for preparation of adjacently disubstituted ketones
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A novel 7-hydroxyprostaglandin E1, or a stereoisomer thereof, or a protected derivative thereof, having the following formula: STR1 wherein R8 represents H, CH3 or C2 H5, R9 represents H or CH3, R10 and R11 are identical or different, and each represents H, tetrahydropyranyl or t-butyldimethylsilyl. Also provided is a process for producing an adjacently disubstituted ketone including the above compounds, i.e. 7-oxoprostaglandin, etc. which comprises reacting an α,β-unsaturated carbonyl compound with a cuprous salt and an organolithium compound in an aprotic inert organic medium in the presence of trialkylphosphine, the amounts of said cuprous salt and said organolithium compound being substantially equimolar, and reacting the product with a protected acetal derivative of an organic carbonyl compound or an aldehyde in the presence of a Lewis acid, if necessary, followed by reacting the product with a proton donor.
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- Acyclic Stereoselection. 12. Double Stereodifferentiation with Mutual Kinetic Resolution. A Superior Class of Reagents for Control of Cram's Rule Stereoselection in Synthesis of erythro-α-Alkyl-β-hydroxy Carboxylic Acids from Chiral Aldehydes
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Chiral α- ketones 7-9 have been prepared and their aldol condesations studied.Compound 8 shows from good to excellent inherent diastereoface selectivity in reactions with achiral aldehydes.Stereoselectivity is related to the size of the alkyl group attached to the aldehyde carbonyl; highest selectivity is observed with diphenylacetaldehyde (>10:1) and pivaldehyde (>19:1).Ketone 8 also shows high diastereoface selectivity in its reactions with chiral, racemic aldehydes 21, 25, 29, and 17, only one stereoisomeric aldol being obtained in each case.Furthermore, the four aforementioned aldehydes show much higher diastereoface selectivity with ketone 8 than they do with the related ketone 1.As a result, the reactions of racemic 8 with these chiral, racemic aldehydes show a high degree of "mutual kinetic resolution".In fact, the rate of the (R)-enolate plus (R)-aldehyde condensation is at least 35 times the rate of the (R)-enolate plus (S)-aldehyde condensation.It is shown by simple logical argument that such mutual kinetic resolution is expected in reactions between two chiral racemic compounds and that the magnitude of the effect should be proportional to the inherent diastereoselectivity shown by each compound in its reaction with achiral reaction partners.Thus, reagents such as 8 can be used to obtain the benefits of double stereodifferentiation even in the racemic form.As an application of the chemistry developed, (+/-)-blastmycinone (47) has been prepared in four steps from ketone 9 (20percent overall yield).
- Heathcock, Clayton H.,Pirrung, Michael C.,Lampe, John,Buse, Charles T.,Young, Steven D.
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p. 2290 - 2300
(2007/10/02)
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- Cyclopropanones. Formation of Vinylcyclopropanols and Their Rearrangement to Cyclobutanones
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Vinylcyclopropanols, formed by the addition of vinylmagnesium bromide to the ethyl hemiketal of cyclopropanone, may be converted to cyclobutanone derivatives on reaction with various electrophiles.The ring enlargement of 1-vinyl-2-methylcyclopropanol takes place by preferential migration of the more highly substituted carbon atom.
- Wasserman, Harry H.,Hearn, Michael J.,Cochoy, Robert E.
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p. 2874 - 2880
(2007/10/02)
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