- Total Synthesis of a Docosahexaenoic Acid Prostanoid Using an Intramolecular Organocatalytic Michael Reaction of a Formyl-Enal Derivative
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The total synthesis of a docosahexaenoic-acid-derived prostaglandin, 4,11-diepi-4-F4t-neuroprostane, featuring a complex lateral chain was achieved for the first time. A novel prostaglandin cyclopentane skeleton obtained via an intramolecular highly selective organocatalytic Michael sequence of a formyl-enal derivative allowed the desired and exclusive thermodynamic trans configuration of the lipidic lateral chains.
- Bultel-Poncé, Valérie,Durand, Thierry,Galano, Jean-Marie,Guy, Alexandre,Oger, Camille,Revol-Cavalier, Johanna
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supporting information
p. 7455 - 7459
(2020/10/09)
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- BIPOLAR TRANS CAROTENOID SALTS AND USES THEREOF
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PROBLEM TO BE SOLVED: To provide compounds useful in improving diffusivity of oxygen between red blood cells and body tissues in mammals including humans. SOLUTION: There is provided a compound which has a structure represented by YZ-TCRO-ZY and is not trans sodium crocetinate [where, Y is a cation; Z is a polar group which is associated with the cation; and TCRO is trans carotenoid skeleton], and preferably, Y is a monovalent metal ion selected from the group consisting of Na+, K+ and Li+, or is an organic cation selected from the group consisting of R4 N+ and R3S+ [R is H, or CnH2n+1(n is 1 to 10)]. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT
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Paragraph 0083; 0095; 0116; 0117
(2018/10/26)
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- Synthesis of a simplified triazole analogue of pateamine A
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Pateamine A is a naturally occurring metabolite extracted from the marine sponge Mycale hentscheli. It exhibits potent cytotoxicity towards cancer cell lines and has been shown to target protein translation initiation via inhibition of the function of euk
- Hemi Cumming,Brown, Sarah L.,Tao, Xu,Cuyamendous, Claire,Field, Jessica J.,Miller, John H.,Harvey, Joanne E.,Teesdale-Spittle, Paul H.
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p. 5117 - 5127
(2016/06/14)
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- BIPOLAR TRANS CAROTENOID SALTS AND THEIR USE
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PROBLEM TO BE SOLVED: To provide trans carotenoid salt compounds useful for improving the diffusibility of oxygen between red blood cells and a body tissue in mammalian including human being, a method for producing them, a method for solubilizing them, and a method for using them. SOLUTION: There are provided compounds represented by the following formula, and are compounds not being trans sodium crocetinate: YZ-TCRO-ZY[Y denotes a cation; Z denotes a polar group coupled to the cation; TCRO denotes a trans carotenoid skeleton; preferably, as follows; Y denotes the monovalent metal ion of Na+,K+ or Li+ or R4 N+ or R3S+;R denotes H or CnH2n+1;n denotes the integer of 1 to 10;Z denotes a carboxyl group, a sulfuric acid group, a mono-phosphoric acid group, a di-phosphoric acid group, or a tri-phosphoric acid group; and TCRO denotes a group using isopronoid in which the single bond and double bond of straight chain carbon and carbon as exemplified by the following formula is repeated (X respectively independently denotes H, a straight chain/branched carbon chain substituted/non-substituted with 1 to 10C halogen or a halogen)]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPO&INPIT
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Paragraph 0095; 0116-0117
(2018/10/31)
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- Stereoselective synthesis of epoxyisoprostanes: an organocatalytic and "pot-economy" approach
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An efficient and direct synthetic route to epoxyisoprostane EC methyl ester has been accomplished in 8 steps (10% overall yield) from readily available starting materials using a series of asymmetric organocatalytic reactions and one-pot operations.
- Weng, Jiang,Wang, Sheng,Huang, Lin-Jie,Luo, Zhang-Yi,Lu, Gui
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supporting information
p. 10170 - 10173
(2015/06/22)
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- BIPOLAR TRANS CAROTENOID SALTS AND THEIR USES
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The invention relates to trans carotenoid salt compounds, methods for making them, methods for solubilizing them and uses thereof. These compounds are useful in improving diffusivity of oxygen between red blood cells and body tissues in mammals including humans.
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Page/Page column 26
(2008/06/13)
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- Bipolar trans carotenoid salts and their uses
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The invention relates to trans carotenoid salt compounds, methods for making them, methods for solubilizing them and uses thereof. These compounds are useful in improving diffusivity of oxygen between red blood cells and body tissues in mammals including humans.
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Page 8; 10-11
(2008/06/13)
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- A Short and Efficient Synthesis of Crocetin-dimethylester and Crocetindial
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In this paper we describe an efficient six-step synthesis of crocetin-dimethylester that could be further reduced to a "four-step" synthesis through the use of in situ procedures. The simplicity of the whole process, the ready availability of starting materials, and the high overall yield render this strategy a very attractive synthesis of this very important compound, which is the key intermediate for the synthesis of several carotenoids and other polyene natural products.
- Frederico, Daniel,Marcos Donate, Paulo,Gomes Constantino, Mauricio,Soares Bronze, Erika,Sairre, Mirela I.
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p. 9126 - 9128
(2007/10/03)
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- Preparation of 1,1,4,4-tetramethoxy-2-butene
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A process for the preparation of 1,1,4,4-tetramethoxy-2-butene by reacting 2,5-dimethoxydihydrofuran with methanol in the presence of acids comprises carrying out the reaction in the presence of solid catalysts having acidic centers.
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Page column 5-6
(2010/02/05)
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- Stereocontrolled preparation of the C1-C14 polyene fragment of benzenic ansamycin antibiotics ansatrienin A and B
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A practical synthesis of the C1-C14 polyene unit 5 in ansatrienin A (mycotrien l), 1a, and other ansamycin antibiotics is described which involves elaboration of the chiral unsaturated aldehyde 6 and phosphonate 7, followed by coupling of the building blocks by Horner-Emmons-olefination and Duthaler's aldolation. The synthesis of 6 successfully applies two consecutive Evans-aldol reactions for constructing the carbon backbone.
- Sch?ning, Kai-Uwe,Wittenberg, Rüdiger,Kirschning, Andreas
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p. 1624 - 1626
(2007/10/03)
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- Synthetic Studies on Electron Transport Inhibitors. Part 2. Approaches to the Synthesis of Myxalamide D
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In a synthetic approach to ethyl myxalate-D 5 (X=OEt) the butendial monoacetals 12 and 15 were transformed by a Wadsworth-Emmons reaction and controlled hydrolysis into the (E,E)-aldehydoester (17); a Z-selective reaction with Bestmann's ylide 18 afforded
- Cox, Catherine M.,Whitting, Donald A.
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p. 1907 - 1911
(2007/10/02)
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- A NEW ROUTE TO HEXAHYDROPYRROLIZINES DERIVATIVES VIA NONSTABILIZED YLIDE GENERATED FROM N-METHYLPYRROLIDINE N-OXIDE
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N-Methylpyrrolidine N-oxide treated with lithium diisopropylamide in the presence of various olefins, leads to the corresponding hexahydropyrrolizines(6) via the ylide intermediate (5).
- Chastanet, Jacqueline,Roussi, Georges
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p. 653 - 659
(2007/10/02)
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