- 182. The Preparation of Optically Pure 7-Oxabicyclohept-2-ene Derivatives. The CD Spectrum of (+)-(1R)-7-Oxabicyclohept-5-en-2-one
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(-)-1-Camphanoyloxyacrylonitrile (=(-)-1-cyanovinyl camphanate; 1) obtained from the commercially available (-)-camphanoyl chloride and 2-oxopropiononitrile added to furan at 20 deg C in the presence of Cu(BF4)2*6H2O or ZnI2 and gave a mixture of 2-cyano-
- Vieira, Eric,Vogel, Pierre
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- Practical synthesis of PGI2 agonist: Resolution-inversion- recycle approach of its chiral intermediate
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Practical synthesis of ((2R)-5-benzyloxy-2-hydroxy-1,2,3,4- tetrahydronaphth-2-yl)methanol ((R)-7b), a key chiral intermediate for the synthesis of the novel PGI2 agonist, (R)-[6-[(diphenylcarbamoyloxy) methyl]-6-hydroxy-5,6,7,8-tetrahydronapht
- Ohigashi, Atsushi,Kanda, Atsushi,Moriki, Shigeru,Baba, Yukihisa,Hashimoto, Norio,Okada, Minoru
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p. 658 - 665
(2013/07/05)
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- METHOD FOR THE PREPARATION OF FUSED HETEROCYCLIC SUCCINIMIDE COMPOUNDS AND ANALOGS THEREOF
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Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.
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- Preparation of (-)-(1S,4R)-Camphanoyl Chloride heptane-1-carbonyl Chloride, 4,7,7-Trimethyl-3-oxo, (1S)->
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A convenient three step procedure for the preparation of (-)-(1S,4R)-camphanoyl chloride, starting from (+)-camphoric acid (A) via (-)-bromocamphoric anhydride (B) and (-)-camphanic acid (C) is described.
- Kappes, Dag,Gerlach, Hans
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p. 581 - 587
(2007/10/02)
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- Carotenoids and Related Compounds. Part 37. Stereochemistry and Synthesis of Capsorubin
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The two oxygen substitutents in the end groups of capsorubin were shown to be trans to one another by synthesis of optically inactive forms of the carotenoid, and of the isomers which have the corresponding cis-structure.The 3S,5R,3'S,5'R configuration thus established for the natural carotenoid was confirmed by synthesis of this stereoisomer from (+)-camphor.Cryptocapsin has the 3'S,5'R configuration, and the racemic form has been synthesised.Capsanthin has the 3R,3'S,5'R configuration.
- Bowden, Roy D.,Cooper, Robin D. G.,Harris, C. John,Moss, Gerard P.,Weedon, Basil C. L.,Jackman, Lloyd M.
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p. 1465 - 1474
(2007/10/02)
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- Synthese von Astaxanthin aus β-Jonon. I. Erschliessung der enantiomeren C15-Wittigsalze durch chemische und mikrobiologische Racematspaltung von (+/-)-3-Acetoxy-4-oxo-β-jonon
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Racemic 3-acetoxy-4-oxo-β-ionone (10) was synthesized from the industrially accessible intermediate β-ionone (5).Resolution of 10 into its enantiomers was achieved via the corresponding diastereometric camphanates and by microbial resolution.Site-selective alkylation of racemic and of optically pure 3-acyloxy-4-oxo-β-ionones with vinyl magnesium chloride at -70 deg furnished the corresponding 3-acyloxy-4-oxo-9-vinyl-β-ionols which could be transformed to the Wittig salts 1, 3 and 4, respectively, following known procedures .
- Becher, Elisabeth,Albrecht, Robert,Bernhard, Kurt,Leuenberger, Hans G. W.,Mayer, Hans,et al.
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p. 2419 - 2435
(2007/10/02)
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