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Pure Appl. Chem., 1996, Vol. 68, No. 3, pp. 719-722

http://dx.doi.org/10.1351/pac199668030719

'Naked sugars of the second generation': Asymmetric synthesis of long-chain polypropionates and analogues starting with acetone

P. Vogel, A.-F. Sevin, Philippe Kernen and Maciej Bialecki

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  • Exner Claudia J., Turks Maris, Fonquerne Freddy, Vogel Pierre: Concise Synthesis of Complicated Polypropionates through One-Pot Dissymmetrical Two-Directional Chain Elongation. Chemistry A European Journal 2011, 17, 4246. <http://dx.doi.org/10.1002/chem.201003264>
  • Turks Maris, Fairweather Kelly A., Scopelliti Rosario, Vogel Pierre: Efficient Asymmetric Synthesis of Long-Chain Polyketides Containing up to Ten Contiguous Stereogenic Centres by Double Chain Elongation. Eur J Org Chem 2011, 2011, 3317. <http://dx.doi.org/10.1002/ejoc.201100196>
  • Moreno-Clavijo Elena, Moreno-Vargas Antonio J., Kieffer Raphaëlle, Sigstam Thérèse, Carmona Ana T., Robina Inmaculada: Exploiting the Ring Strain in Bicyclo[2.2.1]heptane Systems for the Stereoselective Preparation of Highly Functionalized Cyclopentene, Dihydrofuran, Pyrroline, and Pyrrolidine Scaffolds. Org Lett 2011, 13, 6244. <http://dx.doi.org/10.1021/ol2027009>
  • VOGEL P., SEVIN A.-F., KERNEN P., BIALECKI M.: ChemInform Abstract: “Naked Sugars of the Second Generation”: Asymmetric Synthesis of Long- Chain Polypropionates and Analogues Starting with Acetone. ChemInform 2010, 27, no. <http://dx.doi.org/10.1002/chin.199640280>
  • Fernández Fernando, Estévez Juan C., Sussman Fredy, Estévez Ramón J.: Stereocontrolled transformation of nitrohexofuranoses into cyclopentylamines via 2-oxabicyclo[2.2.1]heptanes. III: synthesis of enantiopure methyl (1S,2S,3R,4S,5R)-2-amino-3,4,5-trihydroxycyclopentanecarboxylate. Tet Asymm 2008, 19, 2907. <http://dx.doi.org/10.1016/j.tetasy.2008.12.017>
  • Crowley Patrick J., Fawcett John, Griffith Gerry A., Moralee Andrew C., Percy Jonathan M., Salafia Vittoria: Highly-functionalised difluorinated cyclohexane polyols via the Diels–Alder reaction: regiochemical control via the phenylsulfonyl group. Org Biomol Chem 2005, 3, 3297. <http://dx.doi.org/10.1039/b507131c>
  • Gerber-Lemaire Sandrine, Ainge Simon W., Glanzmann Cécile, Vogel Pierre: Total Asymmetric Synthesis of a New 9,12-Anhydroerythronolide Aglycone. HCA 2002, 85, 417. <http://dx.doi.org/10.1002/1522-2675(200202)85:2<417::AID-HLCA417>3.0.CO;2-1>
  • BouzBouz S., Cossy J.: Efficient Strategy for the Synthesis of Stereopentad Subunits of Scytophycin, Rifamycin S, and Discodermolide. Org Lett 2001, 3, 3995. <http://dx.doi.org/10.1021/ol016250h>
  • Tochtermann Werner, Mattauch Anne-Katrin, Peters Eva-Maria, Peters Karl, von Schnering Hans Georg: Synthesis and Reactions of Optically Active Bridged Deoxyfuranose Derivatives. Eur J Org Chem 1998, 1998, 683. <http://dx.doi.org/10.1002/(SICI)1099-0690(199804)1998:4<683::AID-EJOC683>3.0.CO;2-F>
  • Ainge Simon W., Vogel Pierre: Total asymmetric synthesis of seco-acids of 9,12-anhydroerythronolide aglycons. Tetrahetron Lett 1998, 39, 4039. <http://dx.doi.org/10.1016/S0040-4039(98)00691-1>
  • Ancerewicz Jacek, Vogel Pierre: A New Approach to the Synthesis of Long-Chain Polypropionates Based on theDiels-Alder Monoadditions of 2,2′-Ethylidenebis[3,5-dimethylfuran]. HCA 1996, 79, 1393. <http://dx.doi.org/10.1002/hlca.19960790513>