Carbohydrate Synthons in Natural Products Chemistry. by Zbigiew J. Witczak, Kuniaki Tatsuta

By Zbigiew J. Witczak, Kuniaki Tatsuta

Content material: 1. Chiral Carbohydrate construction Blocks with a brand new point of view: Revisited / Zbigniew J. Witczak -- 2. A handy strategy for the training of Levoglucosenone and Its Conversion to Novel Chiral Derivatives / Walter S. Trahanovsky, Jason M. Ochaoda, Chen Wang, Kevin D. Revell, Kirk B. Arvidson, Yu Wang, Huiyan Zhao, Steven Chung and Synthia Chang -- three. education and Exploitation of an manmade Levoglucosenone / Kunio Ogasawara -- four. Sugar-Derived development Blocks for the Synthesis of Non-Carbohydrate typical items / Frieder W. Liechtenthaler -- five. common 3 Carbon Chiral Synthons from Carbohydrates: Chiral Pool and Chiral Auxiliary ways / Rawle I. Hollingsworth and Guijun Wang

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Extra resources for Carbohydrate Synthons in Natural Products Chemistry. Synthesis, Functionalization, and Applications

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Marcel Dekker: New York, 1994. Morin, C. "A Simple Bench-Top Preparation of Levoglucosenone" in ref. 5, 17. Levoglucosenone and Levoglucosans, Z. J. , ATL Press, Inc. Science Publishers: Mt. Prospect, Illinois, 1994. 30 6. Preliminary report of this procedure: "Convenient procedure for the preparation of levoglucosenone from cellulose and the conversion of levoglucosenone to novel chiral derivatives", paper by W. S. Trahanovsky, C. Wang, J. M . Ochoada, and S. Chang as part of the Symposium on Chemistry of Renewable Fuels and Chemicals, at the 217 National Meeting of the American Chemical Society, Anaheim, California, March 1999.

The potential of the latter as a chiral building block has been demonstrated by synthesis of all eight hexose diastereomers and some other natural products. 1]oct-3-en-2-one framework. Because of its high functionality confined in the biased framework exerting inherent convexface selectivity, it has received considerable interest as a versatile chiral building block for diastereocontrolled construction of natural products. It is, however, still not fully used owing to its less effective production limited to the particular enantiomer originated from cellulose.

References 1. 2. 3. 4. 5. For example: (a) Bungay, H. R. Energy, The Biomass Options, John Wiley & Sons: New York, 1981, 113-129. (b) Biomass Conversion Technology, M . , Pergamon Press: New York, 1987. (c)Pyrolysis Oils from Biomass, E. J. Soltes and T. A. , American Chemical Society: Washington, DC, 1988. (d) Biomass Pyrolysis Liquids: Upgrading and Utilization, A. V. Bridgwater and G. , Elsevier Applied Sciences: New York, 1991. (e) Bioconversion of Forest and Agricultural Plant Residues, J.

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