CrossRef enabled

PAC Archives

Archive →

Pure Appl. Chem., 1994, Vol. 66, No. 7, pp. 1509-1518

http://dx.doi.org/10.1351/pac199466071509

Organometallic chemistry in industrial vitamin A and vitamin E synthesis

C. Mercier and P. Chabardes

CrossRef Cited-by theme picture

CrossRef Cited-by Linking

  • Parlett Christopher M.A., Durndell Lee J., Wilson Karen, Bruce Duncan W., Hondow Nicole S., Lee Adam F.: Selective oxidation of allylic alcohols over highly ordered Pd/meso-Al2O3 catalysts. Catalysis Communications 2014, 44, 40. <http://dx.doi.org/10.1016/j.catcom.2013.07.005>
  • Hong Seung-Hye, Nam Hyun-Koo, Kim Kyoung-Rok, Kim Seon-Won, Oh Deok-Kun: Molecular characterization of an aldo-keto reductase from Marivirga tractuosa that converts retinal to retinol. Journal of Biotechnology 2014, 169, 23. <http://dx.doi.org/10.1016/j.jbiotec.2013.11.005>
  • Wowsnick Gregor, Teschner Detre, Kasatkin Igor, Girgsdies Frank, Armbrüster Marc, Zhang Aiping, Grin Yuri, Schlögl Robert, Behrens Malte: Surface dynamics of the intermetallic catalyst Pd2Ga, Part I – Structural stability in UHV and different gas atmospheres. Journal of Catalysis 2014, 309, 209. <http://dx.doi.org/10.1016/j.jcat.2013.09.019>
  • Jang Hui-Jeong, Ha Bo-Kyung, Kim Jin-Woong, Jung Kyung-Hwa, Ahn Jiyoon, Yoon Sang-Hwal, Kim Seon-Won: Comparison of extraction phases for a two-phase culture of a recombinant E. coli producing retinoids. Biotechnol Lett 2013. <http://dx.doi.org/10.1007/s10529-013-1385-1>
  • Saux Clara, Pizzio Luis R., Pierella Liliana B.: 2,3,5-Trimethylphenol oxidation over Co-based solid catalysts. Applied Catalysis A: General 2013, 452, 17. <http://dx.doi.org/10.1016/j.apcata.2012.11.037>
  • Li Nan-Sheng, Piccirilli Joseph A.: Synthesis of stereopure acyclic 1,5-dimethylalkane chirons: building blocks of highly methyl-branched natural products. Tetrahedron 2013, 69, 9633. <http://dx.doi.org/10.1016/j.tet.2013.09.020>
  • Li Nan-Sheng, Scharf Louise, Adams Erin J., Piccirilli Joseph A.: Highly Stereocontrolled Total Synthesis of β-d-Mannosyl Phosphomycoketide: A Natural Product from Mycobacterium tuberculosis. J. Org. Chem. 2013, 78, 5970. <http://dx.doi.org/10.1021/jo4006602>
  • Shmidt E. Yu., Bidusenko I. A., Protsuk N. I., Mikhaleva A. I., Trofimov B. A.: Improved synthesis of tertiary propargyl alcohols by the Favorskii reaction of alkyl aryl (hetaryl) ketones with acetylene. Russ J Org Chem 2013, 49, 8. <http://dx.doi.org/10.1134/S1070428013010028>
  • Eggersdorfer Manfred, Laudert Dietmar, Létinois Ulla, McClymont Tom, Medlock Jonathan, Netscher Thomas, Bonrath Werner: Einhundert Jahre Vitamine - eine naturwissenschaftliche Erfolgsgeschichte. Angew. Chem. 2012, 124, 13134. <http://dx.doi.org/10.1002/ange.201205886>
  • Eggersdorfer Manfred, Laudert Dietmar, Létinois Ulla, McClymont Tom, Medlock Jonathan, Netscher Thomas, Bonrath Werner: One Hundred Years of Vitamins-A Success Story of the Natural Sciences. Angew. Chem. Int. Ed. 2012, 51, 12960. <http://dx.doi.org/10.1002/anie.201205886>
  • Opembe Naftali N., King’ondu Cecil K., Suib Steven L.: Efficient Oxidation of 2,3,6-Trimethyl Phenol using Non-Exchanged and H+ Exchanged Manganese Oxide Octahedral Molecular Sieves (K-OMS-2 and H–K-OMS-2) as Catalysts. Catal Let 2012, 142, 427. <http://dx.doi.org/10.1007/s10562-012-0779-3>
  • Jagtap Sangeeta Vijay, Deshpande Raj Madhukar: Kinetics of the Heck reaction in biphasic organic-ethylene glycol medium. Reac Kinet Mech Cat 2012, 106, 457. <http://dx.doi.org/10.1007/s11144-012-0437-1>
  • Lee Jae-Hee, Choi Jin-Geun, Kim Yeong-Su, Kim Kyoung-Rok, Kim Seon-Won, Oh Deok-Kun: Enhancement of retinal production by supplementing the surfactant Span 80 using metabolically engineered Escherichia coli. Journal of Bioscience and Bioengineering 2012, 113, 461. <http://dx.doi.org/10.1016/j.jbiosc.2011.11.020>
  • Trofimov Boris A., Schmidt Elena Yu., Bidusenko Ivan A., Ushakov Igor’ A., Protsuk Nadezhda I., Zorina Nadezhda V., Mikhaleva Albina I.: A peculiar transition-metal-free cyclodimerization of propargylic alcohols to vinyl bicyclic ketals. Tetrahedron 2012, 68, 1241. <http://dx.doi.org/10.1016/j.tet.2011.11.050>
  • Sulman E.M., Valetsky P.M., Sulman M.G., Bronstein L.M., Sidorov A.I., Doluda V.Yu., Matveeva V.G.: Nanosized catalysts as a basis for intensifications of technologies. Chem Eng Process Process Intensification 2011, 50, 1041. <http://dx.doi.org/10.1016/j.cep.2011.05.017>
  • Vandewiele Nick M., Van Geem Kevin M., Reyniers Marie-Françoise, Marin Guy B.: Kinetic study of the thermal rearrangement of cis- and trans-2-pinanol. Journal of Analytical and Applied Pyrolysis 2011, 90, 187. <http://dx.doi.org/10.1016/j.jaap.2010.12.005>
  • Matveeva V. G., Valetsky P. M., Sulman M. G., Bronstein L. M., Sidorov A. I., Doluda V. Yu., Gavrilenko A. V., Nikoshvili L. Zh., Bykov A. V., Grigorjev M. V.: Nanosized Pt-, Ru-, and Pd-containing catalysts for organic synthesis and solution of environmental issues. Catal Ind 2011, 3, 260. <http://dx.doi.org/10.1134/S2070050411030068>
  • Jang Hui-Jeong, Yoon Sang-Hwal, Ryu Hee-Kyung, Kim Jung-Hun, Wang Chong-Long, Kim Jae-Yean, Oh Deok-Kun, Kim Seon-Won: Retinoid production using metabolically engineered Escherichia coli with a two-phase culture system. Microb Cell Fact 2011, 10, 59. <http://dx.doi.org/10.1186/1475-2859-10-59>
  • EGI Masahiro: Development of Environmentally Benign Transformations via 1,3-Transposition of Hydroxyl Group. YAKUGAKU ZASSHI 2011, 131, 1453. <http://dx.doi.org/10.1248/yakushi.131.1453>
  • MERCIER C., CHABARDES P.: ChemInform Abstract: Organometallic Chemistry in Industrial Vitamin A and Vitamin E Synthesis. ChemInform 2010, 25, no. <http://dx.doi.org/10.1002/chin.199442298>
  • Baerns Manfred: Technische Chemie 1994. Nachr Chem Tech Lab 2010, 43, 245. <http://dx.doi.org/10.1002/nadc.19950430216>
  • Cornils Boy, Wiebus Ernst: Virtually no environmental impact: The biphasic oxo process. Recl Trav Chim Pays-Bas 2010, 115, 211. <http://dx.doi.org/10.1002/recl.19961150404>
  • Kim Yeong-Su, Oh Deok-Kun: Biotransformation of carotenoids to retinal by carotenoid 15,15′-oxygenase. Appl Microbiol Biotechnol 2010, 88, 807. <http://dx.doi.org/10.1007/s00253-010-2823-9>
  • Liu Yen-Chun, Fu Yen-Pei: Magnetic and catalytic properties of copper ferrite nanopowders prepared by a microwave-induced combustion process. J Ceram Int 2010, 36, 1597. <http://dx.doi.org/10.1016/j.ceramint.2010.02.032>
  • Luparia Marco, Porta Alessio, Zanoni Giuseppe, Vidari Giovanni, Stefanoni Massimo: A Simple and Versatile Re-Catalyzed Meyer-Schuster Rearrangement of Propargylic Alcohols to α,β-Unsaturated Carbonyl Compounds. Chem Eur J 2009, 15, 3940. <http://dx.doi.org/10.1002/chem.200802622>
  • Behr Arno, Johnen Leif: Myrcene as a Natural Base Chemical in Sustainable Chemistry: A Critical Review. ChemSusChem 2009, 2, 1072. <http://dx.doi.org/10.1002/cssc.200900186>
  • Lee Ilkeun, Delbecq Françoise, Morales Ricardo, Albiter Manuel A., Zaera Francisco: Tuning selectivity in catalysis by controlling particle shape. Nat Mater 2009, 8, 132. <http://dx.doi.org/10.1038/nmat2371>
  • Engel Douglas A., Dudley Gregory B.: The Meyer–Schuster rearrangement for the synthesis of α,β-unsaturated carbonyl compounds. Org Biomol Chem 2009, 7, 4149. <http://dx.doi.org/10.1039/b912099h>
  • Bogel-Łukasik E., Gomes da Silva M., Nogueira I. D., Bogel-Łukasik R., Nunes da Ponte M.: Study on selectivity of β-myrcene hydrogenation in high-pressure carbon dioxide catalysed by noble metal catalysts. Green Chem 2009, 11, 1847. <http://dx.doi.org/10.1039/b916017p>
  • Karakhanov E. A., Maksimov A. L.: Biphasic catalysis in petrochemical processes. Russ J Gen Chem 2009, 79, 1370. <http://dx.doi.org/10.1134/S1070363209060516>
  • Sulman E. M., Sidorov A. I., Matveeva V. G., Valetsky P. M., Sulman M. G., Bronstein L. M.: Nanosized catalysts in fine organic synthesis as a basis for developing innovative technologies in the pharmaceutical industry. Nanotechnol Russia 2009, 4, 647. <http://dx.doi.org/10.1134/S1995078009090092>
  • Yang Wei-Jun, Guo Can-Cheng, Li Zi-Yang, Tao Neng-Ye: Aerobic oxidation of α-pinene catalyzed by nano-titania-supported manganese tetraphenylporphyrin. J. Porphyrins Phthalocyanines 2009, 13, 973. <http://dx.doi.org/10.1142/S1088424609001273>
  • Gembus Vincent, Sala-Jung Nathalie, Uguen Daniel: A Convenient Access to (All-rac)-α-Tocopherol Acetate from Linalool and Dihydromyrcene. Bull Chem Soc Jpn 2009, 82, 829. <http://dx.doi.org/10.1246/bcsj.82.829>
  • Deliy Irina V., Simakova Irina L.: Kinetics and thermodynamics of liquid phase isomerization of α- and β-pinene over Pd/C catalyst. React Kinet Catal Lett 2008, 95, 161. <http://dx.doi.org/10.1007/s11144-008-5406-3>
  • Deliy I. V., Simakova I. L.: Catalytic activity of the VIII Group metals in the hydrogenation and isomerization of α- and β-pinenes. Russ Chem Bull 2008, 57, 2056. <http://dx.doi.org/10.1007/s11172-008-0279-1>
  • Jagtap Sangeeta V., Deshpande Raj M.: PdCl2(bipy) complex—An efficient catalyst for Heck reaction in glycol–organic biphasic medium. Catal Today 2008, 131, 353. <http://dx.doi.org/10.1016/j.cattod.2007.10.043>
  • Zhao Yu-Jun, Loh Teck-Peng: Practical synthesis of 1,5-dimethyl substituted conjugated polyenes from geranyl acetate. Tetrahedron 2008, 64, 4972. <http://dx.doi.org/10.1016/j.tet.2008.03.094>
  • Conradie Jeanet, Lamprecht Gert J., Roodt Andreas, Swarts Jannie C.: Kinetic study of the oxidative addition reaction between methyl iodide and [Rh(FcCOCHCOCF3)(CO)(PPh3)]: Structure of [Rh(FcCOCHCOCF3)(CO)(PPh3)(CH3)(I)]. J Polyhedron 2007, 26, 5075. <http://dx.doi.org/10.1016/j.poly.2007.07.004>
  • Gupta Pankaj, Taneja Subhash C., Shah Bhahwal A., Sethi Vijay K., Qazi Ghulam N.: Lipase-catalyzed Separation of Geometrical Isomers: Geraniol–Nerol. Chem Lett 2007, 36, 1110. <http://dx.doi.org/10.1246/cl.2007.1110>
  • Stolle Achim, Brauns Claudia, Nüchter Matthias, Ondruschka Bernd, Bonrath Werner, Findeisen Matthias: Thermal Behaviour of Selected C10H16 Monoterpenes. Eur J Org Chem 2006, 2006, 3317. <http://dx.doi.org/10.1002/ejoc.200600022>
  • Imagawa Hiroshi, Asai Yumiko, Takano Hiroto, Hamagaki Hitomi, Nishizawa Mugio: Mercuric Triflate-Catalyzed Reaction of Propargyl Acetates with Water Leading Vinyl Ketones. Org Lett 2006, 8, 447. <http://dx.doi.org/10.1021/ol0527431>
  • Bonrath Werner, Netscher Thomas: Catalytic processes in vitamins synthesis and production. CATAL A GENERAL 2005, 280, 55. <http://dx.doi.org/10.1016/j.apcata.2004.08.028>
  • van Summeren Ruben P., Reijmer Sven J. W., Feringa Ben L., Minnaard Adriaan J.: Catalytic asymmetric synthesis of enantiopure isoprenoid building blocks: application in the synthesis of apple leafminer pheromones. Chem Commun 2005, 1387. <http://dx.doi.org/10.1039/b419268k>
  • Ancel J.E., Maksimchuk N.V., Simakova I.L., Semikolenov V.A.: Kinetic peculiarities of α-pinene oxidation by molecular oxygen. CATAL A GENERAL 2004, 272, 109. <http://dx.doi.org/10.1016/j.apcata.2004.05.020>
  • Boulin B., Miguel B. Arreguy-San, Delmond B.: New Access to Pseudo-ionones andPseudo- iso -methyl Ionones from Geranyl Derivatives. Synth Common 2003, 33, 1047. <http://dx.doi.org/10.1081/SCC-120016368>
  • Conradie Jeanet, Lamprecht Gert J., Otto Stefanus, Swarts Jannie C.: Synthesis and characterisation of ferrocene-containing β-diketonato complexes of rhodium(I) and rhodium(III). Inorg Chim Ada 2002, 328, 191. <http://dx.doi.org/10.1016/S0020-1693(01)00731-9>
  • Suzuki Toshiaki, Tokunaga Makoto, Wakatsuki Yasuo: Efficient transformation of propargylic alcohols to α,β-unsaturated aldehydes catalyzed by ruthenium/water under neutral conditions. Tetrahetron Lett 2002, 43, 7531. <http://dx.doi.org/10.1016/S0040-4039(02)01821-X>
  • Wang Yanhua, Jiang Jingyang, Miao Qiang, Wu Xiaowei, Jin Zilin: Thermoregulated phase transfer ligands and catalysis. Catal Today 2002, 74, 85. <http://dx.doi.org/10.1016/S0920-5861(01)00533-8>
  • Zhao Dongbin, Wu Min, Kou Yuan, Min Enze: Ionic liquids: applications in catalysis. Catal Today 2002, 74, 157. <http://dx.doi.org/10.1016/S0920-5861(01)00541-7>
  • Sankaranarayanan S., Sharma Anubha, Chattopadhyay Subrata: Synthesis of the 1,5-dimethylic chiron enantiomers, 3,7,11-trimethyldodec-10-en-1-ol: application to enantiomeric syntheses of tribolure and a marine fatty acid. Tet Asymm 2002, 13, 1373. <http://dx.doi.org/10.1016/S0957-4166(02)00365-8>
  • Semikolenov V.A., Ilyna I.I., Simakova I.L.: Linalool synthesis from α-pinene: kinetic peculiarities of catalytic steps. CATAL A GENERAL 2001, 211, 91. <http://dx.doi.org/10.1016/S0926-860X(00)00841-3>
  • Chapuis Christian, Jacoby Denis: Catalysis in the preparation of fragrances and flavours. CATAL A GENERAL 2001, 221, 93. <http://dx.doi.org/10.1016/S0926-860X(01)00798-0>
  • Verspui Göran, Schanssema Frank, Sheldon Roger A: Catalytic conversions in water. CATAL A GENERAL 2000, 198, 5. <http://dx.doi.org/10.1016/S0926-860X(00)00457-9>
  • Aramendía M. A., Boráu V., García I. M., Jiménez C., Marinas A., Marinas J. M., Porras A., Urbano F. J.: Study of acid-base properties of a SiO2−AlPO4 (80∶20 W/W) catalyst. React Kinet Catal Lett 1999, 66, 343. <http://dx.doi.org/10.1007/BF02475811>
  • Beller Matthias, Krauter Jürgen G.E., Zapf Alexander, Bogdanovic Sandra: Carbohydrate-substituted phosphines as new ligands for two-phase catalysis – synthesis and application. Catal Today 1999, 48, 279. <http://dx.doi.org/10.1016/S0920-5861(98)00383-6>
  • Cornils Boy: Bulk and fine chemicals via aqueous biphasic catalysis. Journal of Molecular Catalysis A 1999, 143, 1. <http://dx.doi.org/10.1016/S1381-1169(98)00357-4>
  • Beller Matthias, Krauter Jürgen Gregor Elmar, Zapf Alexander: Kohlenhydratsutstituierte Triarylphosphane — eine neue Klasse von Liganden für die Zweiphasenkatalyse. Angew Chem 1997, 109, 793. <http://dx.doi.org/10.1002/ange.19971090726>
  • Cornils Boy, Herrmann Wolfgang A., Eckl R.W.: Industrial aspects of aqueous catalysis. Journal of Molecular Catalysis A 1997, 116, 27. <http://dx.doi.org/10.1016/S1381-1169(96)00073-8>
  • Joó Ferenc, Kathó Ágnes: Recent developments in aqueous organometallic chemistry and catalysis. Journal of Molecular Catalysis A 1997, 116, 3. <http://dx.doi.org/10.1016/S1381-1169(96)00075-1>
  • Lorber Christian Y., Osborn John A.: Cis-dioxomolybdenum(VI) complexes as new catalysts for the Meyer-Schuster rearrangement. Tetrahetron Lett 1996, 37, 853. <http://dx.doi.org/10.1016/0040-4039(95)02324-0>
  • Murahashi Shun-Ichi, Naota Takeshi: A New Way for Efficient Catalysis by Using Low Valent Ruthenium Complexes as Redox Lewis Acid and Base Catalysts. Bull Chem Soc Jpn 1996, 69, 1805. <http://dx.doi.org/10.1246/bcsj.69.1805>
  • Herrmann Wolfgang A., Albanese Guido P., Manetsberger Rainer B., Lappe Peter, Bahrmann Helmut: Neues Verfahren zur Sulfonierung von Katalysator-Phosphanliganden. Angew Chem 1995, 107, 893. <http://dx.doi.org/10.1002/ange.19951070723>
  • Herrmann Wolfgang A.: Essays on organometallic chemistry, VII. Laboratory curiosities of yesterday, catalysts of tomorrow: organometallic oxides. J Organomet Chem 1995, 500, 149. <http://dx.doi.org/10.1016/0022-328X(95)00518-U>
  • Cornils Boy, Kuntz Emile G.: Introducing TPPTS and related ligands for industrial biphasic processes. J Organomet Chem 1995, 502, 177. <http://dx.doi.org/10.1016/0022-328X(95)05820-F>