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Pure Appl. Chem., 1975, Vol. 43, No. 3-4, pp. 481-502

http://dx.doi.org/10.1351/pac197543030481

Singlet oxygen: a reagent in organic synthesis

G. Ohloff

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  • Hou Lili, Zhang Xiaoyan, Pijper Thomas C., Browne Wesley R., Feringa Ben L.: Reversible Photochemical Control of Singlet Oxygen Generation Using Diarylethene Photochromic Switches. J. Am. Chem. Soc. 2014, 136, 910. <http://dx.doi.org/10.1021/ja4122473>
  • Mooi Sara M., Heyne Belinda: Amplified Production of Singlet Oxygen in Aqueous Solution Using Metal Enhancement Effects. Photochem Photobiol 2014, 90, 85. <http://dx.doi.org/10.1111/php.12176>
  • Ronda Juan Carlos, Lligadas Gerard, Galià Marina, Cádiz Virgínia: Vegetable oils as platform chemicals for polymer synthesis. Eur J Lipid Sci Technol 2011, 113, 46. <http://dx.doi.org/10.1002/ejlt.201000103>
  • Lévesque François, Seeberger Peter H.: Highly Efficient Continuous Flow Reactions Using Singlet Oxygen as a “Green” Reagent. Org Lett 2011, 13, 5008. <http://dx.doi.org/10.1021/ol2017643>
  • de Espinosa L. Montero, Ronda J. C., Galià M., Cádiz V.: A new route to acrylate oils: Crosslinking and properties of acrylate triglycerides from high oleic sunflower oil. J Polym Sci A Polym Chem 2009, 47, 1159. <http://dx.doi.org/10.1002/pola.23225>
  • Ménard Florian, Sol Vincent, Ringot Cyril, Granet Robert, Alves Sandra, Morvan Caroline Le, Queneau Yves, Ono Noboru, Krausz Pierre: Synthesis of tetraglucosyl- and tetrapolyamine–tetrabenzoporphyrin conjugates for an application in PDT. biorg med chem 2009, 17, 7647. <http://dx.doi.org/10.1016/j.bmc.2009.09.048>
  • Krouit Mohammed, Granet Robert, Krausz Pierre: Photobactericidal films from porphyrins grafted to alkylated cellulose – synthesis and bactericidal properties. Euro Poly J 2009, 45, 1250. <http://dx.doi.org/10.1016/j.eurpolymj.2008.11.036>
  • Montero de Espinosa L., Ronda J. C., Galià M., Cádiz V.: A new enone-containing triglyceride derivative as precursor of thermosets from renewable resources. J Polym Sci A Polym Chem 2008, 46, 6843. <http://dx.doi.org/10.1002/pola.22992>
  • Krouit Mohammed, Granet Robert, Krausz Pierre: Photobactericidal plastic films based on cellulose esterified by chloroacetate and a cationic porphyrin. biorg med chem 2008, 16, 10091. <http://dx.doi.org/10.1016/j.bmc.2008.10.010>
  • Sol Vincent, Chaleix Vincent, Granet Robert, Krausz Pierre: An efficient route to dimeric porphyrin–RGD peptide conjugates via olefin metathesis. Tetrahedron 2008, 64, 364. <http://dx.doi.org/10.1016/j.tet.2007.10.092>
  • Sol Vincent, Lamarche François, Enache Michaela, Garcia Guillaume, Granet Robert, Guilloton Michel, Blais J.C., Krausz Pierre: Polyamine conjugates of meso-tritolylporphyrin and protoporphyrin IX: Potential agents for photodynamic therapy of cancers. biorg med chem 2006, 14, 1364. <http://dx.doi.org/10.1016/j.bmc.2005.09.071>
  • Sol V., Chaleix V., Champavier Y., Granet R., Huang Y.-M., Krausz P.: Glycosyl bis-porphyrin conjugates: Synthesis and potential application in PDT. biorg med chem 2006, 14, 7745. <http://dx.doi.org/10.1016/j.bmc.2006.08.004>
  • Krouit Mohammed, Granet Robert, Branland Pierre, Verneuil Bernard, Krausz Pierre: New photoantimicrobial films composed of porphyrinated lipophilic cellulose esters. Bioorganic & Medicinal Chemistry Letters 2006, 16, 1651. <http://dx.doi.org/10.1016/j.bmcl.2005.12.008>
  • Garcia Guillaume, Sol Vincent, Lamarche François, Granet Robert, Guilloton Michel, Champavier Yves, Krausz Pierre: Synthesis and photocytotoxic activity of new chlorin–polyamine conjugates. Biorg Med Chem Lett 2006, 16, 3188. <http://dx.doi.org/10.1016/j.bmcl.2006.03.044>
  • Sol Vincent, Charmot Alexandre, Krausz Pierre, Trombotto Stéphane, Queneau Yves: Synthesis of New Glucosylated Porphyrins Bearing an α‐d‐Linkage. J Carbohydr Chem 2006, 25, 345. <http://dx.doi.org/10.1080/07328300600770527>
  • Kinart Wojciech J., Nazarski Ryszard B., Kinart Cezary M., Thuong Quang T., Oszczęda Rafał: Catalysis of the Reaction of Cholesteryl Acetate with 4‐Phenyl‐1,2,4‐triazoline‐3,5‐dione by Lithium Perchlorate. Synth Common 2005, 35, 1059. <http://dx.doi.org/10.1081/SCC-200054203>
  • Wöhrle Dieter, Suvorova Olga, Gerdes Robert, Bartels Oliver, Lapok Lukasz, Baziakina Natalia, Makarov Serguei, Slodek Aneta: Efficient oxidations and photooxidations with molecular oxygen using metal phthalocyanines as catalysts and photocatalysts. J. Porphyrins Phthalocyanines 2004, 08, 1020. <http://dx.doi.org/10.1142/S1088424604000398>
  • Brenna Elisabetta, Fuganti Claudio, Serra Stefano: Enantioselective perception of chiral odorants. Tet Asymm 2003, 14, 1. <http://dx.doi.org/10.1016/S0957-4166(02)00713-9>
  • Lamarche François, Sol Vincent, Huang Yi-Ming, Granet Robert, Guilloton Michel, Krausz Pierre: Synthesis and biological evaluation of polyamine-porphyrin conjugates as potential agents in photodynamic therapy (PDT). J. Porphyrins Phthalocyanines 2002, 06, 130. <http://dx.doi.org/10.1142/S1088424602000178>
  • Gerdes Robert, Bartels Oliver, Schneider Gerhard, Wöhrle Dieter, Schulz-Ekloff Günter: Photooxidations of phenol, cyclopentadiene and citronellol with photosensitizers ionically bound at a polymeric ion exchanger. Polym Adv Technol 2001, 12, 152. <http://dx.doi.org/10.1002/pat.126>
  • SYLVAIN ISABELLE, BENHADDOU RACHIDA, CARRE VINCENT, COTTAZ SYLVAIN, DRIGUEZ HUGUES, GRANET ROBERT, GUILLOTON MICHEL, KRAUSZ PIERRE: Synthesis and Biological Evaluation of Thioglycosylatedmeso-Arylporphyrins. J. Porphyrins Phthalocyanines 1999, 03, 1. <http://dx.doi.org/10.1002/(SICI)1099-1409(199901)3:1<1::AID-JPP96>3.0.CO;2-X>
  • Sylvain Isabelle, Benhaddou Rachida, Carre Vincent, Cottaz Sylvain, Driguez Hugues, Granet Robert, Guilloton Michel, Krausz Pierre: Synthesis and biological evaluation of thioglycosylatedmeso-arylporphyrins. J Porphyrins Phthalocyanines 1999, 3, 1. <http://dx.doi.org/10.1002/(SICI)1099-1409(199901)3:1<1::AID-JPP96>3.0.CO;2-X>
  • Davoust E., Granet R., Krausz P., Carré V., Guilloton M.: Synthesis of glycosyl strapped porphyrins. Tetrahetron Lett 1999, 40, 2513. <http://dx.doi.org/10.1016/S0040-4039(99)00259-2>
  • Carré Vincent, Gaud Olivier, Sylvain Isabelle, Bourdon Olivier, Spiro Marenglen, Biais Jocelyne, Granet Robert, Krausz Pierre, Guilloton Michel: Fungicidal properties of meso-arylglycosylporphyrins: influence of sugar substituents on photoinduced damage in the yeast Saccharomyces cerevisiœ. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY 1999, 48, 57. <http://dx.doi.org/10.1016/S1011-1344(99)00009-3>
  • Carré Vincent, Jayat Chantal, Granet Robert, Krausz Pierre, Guilloton Michel: Chronology of the Apoptotic Events Induced in the K562 Cell Line by Photodynamic Treatment with Hematoporphyrin and Monoglucosylporphyrin. Photchem Photbio 1999, 69, 55. <http://dx.doi.org/10.1111/j.1751-1097.1999.tb05306.x>
  • Wüst Matthias, Rexroth Annette, Beck Thomas, Mosandl Armin: Mechanistic aspects of the biogenesis of rose oxide inPelargonium graveolens L'Héritier. Chirality 1998, 10, 229. <http://dx.doi.org/10.1002/(SICI)1520-636X(1998)10:3<229::AID-CHIR5>3.0.CO;2-4>
  • Sol V., Blais J.C., Bolbach G., Carré V., Granet R., Guilloton M., Spiro M., Krausz P.: Toward Glycosylated Peptidic Porphyrins : a New Strategy for PDT?. Tetrahetron Lett 1997, 38, 6391. <http://dx.doi.org/10.1016/S0040-4039(97)01489-5>
  • Prein Michael, Adam Waldemar: Die Schenck-En-Reaktion: eine diastereoselektive Oxyfunktionalisierung mit Singulettsauerstoff für präparative Anwendungen. Angew Chem 1996, 108, 519. <http://dx.doi.org/10.1002/ange.19961080505>
  • Quast Helmut, Dietz Thomas, Witzel Alexander: Tetra(2,6-dichlorophenyl)porphyrin — a superior sensitiser for the singlet-oxygen ene reaction (Schenck reaction). Liebigs Ann /Recueil 1995, 1995, 1495. <http://dx.doi.org/10.1002/jlac.1995199508204>
  • Atta Saana M. Sh., Hishmat Orchideé H., Wamhoff H.: Photodegradation of natural substances: Photooxygenation and Ozonolysis of 4-methoxy-7-methyl-5 H-furo [3,2-g][1]benzopyran-5-one (Visnagin). J Prakt Chem 1993, 335, 225. <http://dx.doi.org/10.1002/prac.19933350303>
  • Oliveros Esther, Suardi-Murasecco Patricia, Aminian-Saghafi Taraneh, Braun André M., Hansen Hans-Jürgen: 1H-Phenalen-1-one: Photophysical Properties and Singlet-Oxygen Production. HCA 1991, 74, 79. <http://dx.doi.org/10.1002/hlca.19910740110>
  • Clennan Edward L.: Synthetic and mechanistic aspects of 1,3-diene photooxidation. Tetrahedron 1991, 47, 1343. <http://dx.doi.org/10.1016/S0040-4020(01)86413-9>
  • Alazard Jean-Pierre, Leboff Anne, Thal Claude: Alcaloides monoterpéniques III: Synthese stéréospésifique de la (±) épi-7,7a técomanine. Tetrahedron 1991, 47, 9195. <http://dx.doi.org/10.1016/S0040-4020(01)96207-6>
  • Akasaka Takeshi, Misawa Yoshihisa, Goto Midori, Ando Wataru: Singlet oxygen and triazolinedione additions to α,β-unsaturated sulfoxides. Tetrahedron 1989, 45, 6657. <http://dx.doi.org/10.1016/S0040-4020(01)89136-5>
  • Murasecco-Suardi Patricia, Gassmann Ernst, Braun André M., Oliveros Esther: Determination of the Quantum Yield of Intersystem Crossing of Rose Bengal. HCA 1987, 70, 1760. <http://dx.doi.org/10.1002/hlca.19870700712>
  • Akasaka Takeshi, Takeuchi Kikuko, Ando Wataru: Reaction of singlet oxygen with α,β-unsaturated aldimines. Tetrahetron Lett 1987, 28, 6633. <http://dx.doi.org/10.1016/S0040-4039(00)96932-6>
  • Hoepfner Wolfgang, Weyerstahl Peter: Struktur und Geruch, IV1) Synthese und Riechstoff-Eigenschaften von Rosenoxid-Analoga. Liebigs Ann Chem 1986, 1986, 99. <http://dx.doi.org/10.1002/jlac.198619860110>
  • Ohloff Günther, Flament Ivon, Pickenhagen Wilhelm: Flavor chemistry. Food Rev Intern 1985, 1, 99. <http://dx.doi.org/10.1080/87559128509540767>
  • Kaiser Roman: (5R*, 9S*)- and (5R*, 9R*)-2,2,9-Trimethyl-1,6-dioxaspiro[4.4]non-3-ene and their Dihydro Derivatives as New Constituents of Geranium Oil. HCA 1984, 67, 1198. <http://dx.doi.org/10.1002/hlca.19840670504>
  • Forssk��hl Ingegerd, Frimer Aryeh A., Mendenhall G.D., Kessick R.F., Dobrzelewski M.: Aspects of photosensitized lignin oxygenation. Journal of Photochemistry 1984, 25, 197. <http://dx.doi.org/10.1016/0047-2670(84)87025-2>
  • Shibamoto Taka Yuki: Photochemistry of Fragrance Materials. II. Aromatic Compounds and Phototoxicity. Cutaneous & Ocular Toxicology 1983, 2, 267. <http://dx.doi.org/10.3109/15569528309036266>
  • Holland David, Stoddart J.Fraser: A stereoselective synthesis of xylitol. Tetrahetron Lett 1982, 23, 5367. <http://dx.doi.org/10.1016/S0040-4039(00)85841-4>
  • Matsumoto Masakatsu, Kuroda Keiko: Sensitized photooxygenation of 2,4-hexadienoic acid esters and 2,4,6-octatrienoic acid esters. Unusual solvent and temperature effects. Tetrahetron Lett 1982, 23, 1285. <http://dx.doi.org/10.1016/S0040-4039(00)87084-7>
  • Feringa Ben.L., Butselaar Robert J.: A photo-oxidative analogue of the clauson-kaas reaction. Tetrahetron Lett 1982, 23, 1941. <http://dx.doi.org/10.1016/S0040-4039(00)87227-5>
  • Wolff C.J.M., Halmans M.T.H., van der Heijde H.B.: The formation of singlet oxygen in surface waters. Chemosphere 1981, 10, 59. <http://dx.doi.org/10.1016/0045-6535(81)90159-4>
  • Wasserman Harry H., Ives Jeffrey L.: Singlet oxygen in organic synthesis. Tetrahedron 1981, 37, 1825. <http://dx.doi.org/10.1016/S0040-4020(01)97932-3>
  • Feringa Ben L.: A crown ozonide and its rearrangement to a macrocyclic lactone. Tetrahetron Lett 1981, 22, 1443. <http://dx.doi.org/10.1016/S0040-4039(01)90345-4>
  • Matsumoto Masakatsu, Kuroda Keiko: Solvent Effect in Reaction of Singlet Oxygen with Conjugated Dienes. Synth Common 1981, 11, 987. <http://dx.doi.org/10.1080/00397918108065759>
  • Ohloff Günther, Giersch Wolfgang, Schulte-Elte Karl H., Enggist Paul, Demole Edouard: Synthesis of (R)- and (R)-4-methyl-6-2′-methylprop-1′-enyl-5,6-dihydro-2H-pyran (Nerol oxide) and Natural Occurrence of its Racemate. HCA 1980, 63, 1582. <http://dx.doi.org/10.1002/hlca.19800630626>
  • Ohloff Günther, Giersch Wolfgang, Decorzant René, Büchi George: Synthesis of the Sesquirose Oxides from Rose Oxide. HCA 1980, 63, 1589. <http://dx.doi.org/10.1002/hlca.19800630627>
  • Toromanoff E.: Analyse conformationnelle a l'aide de la notation des angles de torsion—VII. Tetrahedron 1980, 36, 207. <http://dx.doi.org/10.1016/0040-4020(80)80008-1>
  • Maillard P., Krausz P., Giannotti C., Gaspard S.: Photoinduced activation of molecular oxygen by various porphyrins, bis-porphyrins, phthalocyanines, pyridinoporphyrazins, and their metal derivatives. J Organomet Chem 1980, 197, 285. <http://dx.doi.org/10.1016/S0022-328X(00)84682-3>
  • Fehr Charles, Ohloff Günther, Büchi George: A New α,β-Enone → Alkynone Fragmentation. Syntheses of exaltone® and (±)-muscone. HCA 1979, 62, 2655. <http://dx.doi.org/10.1002/hlca.19790620815>
  • Hagenbuch Jean-Pierre, Vogel Pierre: The conformational analysis and the rearrangements of (norborn-2-eno)[d](3,6-dihydro-1,2-dioxine). Tetrahetron Lett 1979, 20, 561. <http://dx.doi.org/10.1016/S0040-4039(01)86001-9>
  • Rousseau G., Le Perchec P., Conia J.M.: Petits cycles-XXXIX. Tetrahedron 1978, 34, 3475. <http://dx.doi.org/10.1016/0040-4020(78)80235-X>
  • Bezman S. A., Burtis P. A., Izod T. P. J., Thayer M. A.: PHOTODYNAMIC INACTIVATION OF E. COLI BY ROSE BENGAL IMMOBILIZED ON POLYSTYRENE BEADS. Photchem Photbio 1978, 28, 325. <http://dx.doi.org/10.1111/j.1751-1097.1978.tb07714.x>
  • Ohloff Günther, Schulte-Elte Karl H., Müller Bernard L.: Formation of Ambergris Odorants from Ambrein under Simulated Natural Conditions. HCA 1977, 60, 2763. <http://dx.doi.org/10.1002/hlca.19770600828>
  • Matsuura Teruo: Bio-mimetic oxygenation. Tetrahedron 1977, 33, 2869. <http://dx.doi.org/10.1016/0040-4020(77)88020-4>
  • Grevels Friedrich-Wilhelm, Wakatsuki Yasuo, Yamazaki Hiroshi: Thermal and photochemical oxygenation of cobaltacyclopentadiene complexes with dioxygen. J Organomet Chem 1977, 141, 331. <http://dx.doi.org/10.1016/S0022-328X(00)90857-X>
  • Rosenthal Ionel: RECENT DEVELOPMENTS IN SINGLET MOLECULAR OXYGEN CHEMISTRY. Photchem Photbio 1976, 24, 641. <http://dx.doi.org/10.1111/j.1751-1097.1976.tb06886.x>