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Pure Appl. Chem., 1992, Vol. 64, No. 12, pp. 1865-1871

New approaches in asymmetric synthesis using γ-alkoxybutenolides

B. L. Feringa, B. de Lange, J. F. G. A. Jansen, J. C. de Jong, Marcel Lubben, Wijnand Faber and E. P. Schudde

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  • Fernandes Rodney A., Chaudhari Dipali A.: Development of the First Menthane-Based Chiral Bis(π-allylpalladium) Catalysis: Asymmetric Allylation of Imines. Eur J Org 2012, 2012, 1945. <>
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  • Riguet Emmanuel: Enantioselective Organocatalytic Friedel–Crafts Alkylation Reaction of Indoles with 5-Hydroxyfuran-2(5H)-one: Access to Chiral γ-Lactones and γ-Lactams via a Ugi 4-Center 3-Component Reaction. J Org Chern 2011, 76, 8143. <>
  • Jahjah Rabih, Gassama Abdoulaye, Bulach Véronique, Suzuki Chikako, Abe Manabu, Hoffmann Norbert, Martinez Agathe, Nuzillard Jean-Marc: Stereoselective Triplet-Sensitised Radical Reactions of Furanone Derivatives. Chem Eur J 2010, 16, 3341. <>
  • FERINGA B. L., DE LANGE B., JANSEN J. F. G. A., DE JONG J. C., LUBBEN M., FABER W., SCHUDDE E. P.: ChemInform Abstract: New Approaches in Asymmetric Synthesis Using γ-Alkoxybutenolides. ChemInform 2010, 24, no. <>
  • ISHIBASHI Fumito, PARK Suhwan, KUSANO Takako, KUWANO Kazuyoshi: Synthesis and Algicidal Activity of (+)-Cyanobacterin and Its Stereoisomer. Biosci Biotechnol Biochem 2005, 69, 391. <>
  • Gawroński Jacek, Gawrońska Krystyna, Kwit Marcin, Kacprzak Karol, Rychlewska Urszula: Structure and unexpected chiroptical properties of chiral 4-pyrrolidinyl substituted 2(5H)-furanones. Chirality 2004, 16, 405. <>
  • Bertrand Samuel, Glapski Cédric, Hoffmann Norbert, Pete Jean-Pierre: Highly efficient photochemical addition of tertiary amines to electron deficient alkenes. Diastereoselective addition to (5R)-5-menthyloxy-2[5H]-furanone. Tetrahetron Lett 1999, 40, 3169. <>
  • Röhrig Susanne, Hennig Lothar, Findeisen Matthias, Welzel Peter, Frischmuth Katja, Marx Andreas, Petrowitsch Tanja, Koll Peter, Müller Dietrich, Mayer-Figge Heike, Sheldrick William S.: Attempted stereocontrol at C-2′ of strigol-type compounds by a Michael reaction/elimination approach. Tetrahedron 1998, 54, 3413. <>
  • Gawronski Jacek K., Chen Quing Hua, Geng Zhe, Huang Bin, Martin M. Rosario, Mateo Ana I., Brzostowska Malgorzata, Rychlewska Urszula, Feringa Ben L.: Chiroptical properties, structure, and absolute configuration of heterosubstituted 2(5H)-furanones. Chirality 1997, 9, 537. <<537::AID-CHIR21>3.0.CO;2-O>
  • Fu-An Kang, Zhen-Qiang Yu, Hong-Yi Yin, Cheng-Lie Yin: Asymmetric conjugate additions of carbon and oxygen nucleophiles to (R)-(−)-5-[(1R,2S,5R)-menthyloxy]-2(5H)-furanone. Tet Asymm 1997, 8, 3591. <>
  • Sato Masayuki, Uehara Fumiaki, Aizawa Koh-ichi, Kaneko Chikara, Satoh Shun-ichi, Furuya Toshio: Chiral 6,7-dihydrooxepin-2(5H)-ones and the azepinone analogues: Conformation and diastereofacial selectivity in addition to the enones. Tetrahetron Lett 1996, 37, 633. <>
  • Snijder Carina S., de Jong Johannes C., Meetsma Auke, van Bolhuis Fré, Feringa Ben L.: A Novel Low Molecular Weight Chiral Gelator for Apolar Organic Solvents. Chem Eur J 1995, 1, 594. <>
  • Geertsema Edzard M., Leung Chiu W., van Oeveren Arjan, Meetsma Auke, Feringa Ben L.: Asymmetric synthesis of multifunctional cyclopentanes and cyclohexanes via oxycarbenium ion cyclizations of 5-alkoxy-2(3H)-dihydrofuranones. Tetrahetron Lett 1995, 36, 7315. <>
  • Rispens Minze T., Keller Erik, de Lange Ben, Zijlstra Robert W.J., Feringa Ben L.: Asymmetric 1,3-dipolar cycloadditions to 5-(R)-menthyloxy-2(5H)-furanone. Tet Asymm 1994, 5, 607. <>
  • Faber Wijnand S., Kok Johan, de Lange Ben, Feringa Ben L.: Catalytic kinetic resolution of 5-alkoxy-2(5H)-furanones. Tetrahedron 1994, 50, 4775. <>
  • Bohrisch J., Faltz H., Pätzel M., Liebscher J.: Chiral 1,4-diazepinones and 1,4-thiazepinones by diastereoselective ring chain transformation of α,β unsaturated lactones or lactams. Tetrahedron 1994, 50, 10701. <>
  • Frischmuth Katja, Marx Andreas, Petrowitsch Tanja, Wagner Ulrich, Koerner Klaus, Zimmermann Silke, Meuer Heike, Sheldrick William S., Welzel Peter: Strigol synthetic studies the first synthetic approach that allows control of C-2′ configuration. Tetrahetron Lett 1994, 35, 4973. <>
  • van Oeveren Arjan, Feringa Ben L.: Synthesis of γ-methoxy carboxylic acids via nucleophilic additions to oxycarbenium ions derived from 5-methoxy-2(3H)-dihydrofuranones. Tetrahetron Lett 1994, 35, 8437. <>
  • van der Deen Hanneke, Hof Robert P., van Oeveren Arjan, Feringa Ben L., Kellogg Richard M.: Lipase catalyzed enantioselective transesterification of 5-acyloxy-2(5H)-furanones. Tetrahetron Lett 1994, 35, 8441. <>
  • Hoffmann Norbert: Highly diastereoselective addition of photochemically generated radicals to (5R)-(−)-menthyloxy-2[5H]-furanone - synthesis of(−)-terebic acid. Tet Asymm 1994, 5, 879. <>
  • Keller Erik, de Lange Ben, Rispens Minze T., Feringa Ben L.: 1,3-Dipolar cycloadditions to 5-methoxy-2(5H)-furanone. Tetrahedron 1993, 49, 8899. <>