Radical Reactions of Carbohydrates II: Radical Reactions of Carbohydrates
- Page ID
- 23799
Whenever a structural change is needed in a molecule, an early (if not the first) question is “What is the best way to accomplish this change?” For many years the answer to this question rarely involved a radical reaction (unless polymerization was taking place) because the synthetic potential of radical reactions was viewed in a negative light.1 As understanding of radical reactions blossomed during the latter part of the 20th Century, this situation changed, and radical-based processes were seen increasingly not only as synthetically viable possibilities but often as the best choice. Nowhere was the option of conducting a radical reaction more attractive than in carbohydrate chemistry because the combined chemoselectivity, regioselectivity, and stereoselectivity of these reactions was particularly well suited for structural change in polyfunctional molecules.
- Front Matter
- 1: Advantages & Disadvantages of Radical Reactions
- 2: Halogenated Compounds
- 3: Compounds with Carbon–Sulfur Single Bonds
- 4: Selenides & Tellurides
- 5: Acetals & Ethers
- 6: Alkoxy Radicals
- 7: Unprotected Carbohydrates
- 8: Carboxylic Acids & Esters
- 9: Phosphoric Acid Esters
- 10: Aldehydes & Ketones
- 11: Synthesis of O-Thiocarbonyl Compounds
- 12: Reactions of O-Thiocarbonyl Compounds
- 13: Carboxylic Acid Esters of N-Hydroxypyridine-2-thione
- 14: Nitro Compounds
- 15: Azides & Azo Compounds
- 16: Nitriles & Isonitriles
- 17: Oxime Ethers & Related Compounds
- 18: Compounds with Carbon–Carbon Multiple Bonds I: Addition Reactions
- 19: Compounds With Carbon–Carbon Multiple Bonds II: Cyclization Reactions
- 20: Reactions of Samarium(II) Iodide With Carbohydrate Derivatives
- 21: Reactions of Radicals Produced by Electron Transfer to Manganese(III) Acetate & Ammonium Cerium(IV) Nitrate
- 22: Reactions of Carbohydrate Derivatives With Titanocene(III) Chloride
- 23: Organocobalt & Organomercury Compounds
- 24: Redox Couples
- Appendix I: Hydrogen-Atom Donors
- Back Matter