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Title

Radicals and Carbohydrates

Other TitlesSynthetic Strategies and Applications
AuthorsPérez-Martín, Inés ; Suárez, Ernesto
Keywordscarbohydrates
radicals
C‐glycosides
C‐disaccharides
carbasugars
glycos‐1‐yl radicals
carbon‐centered radicals
heteroatom‐centered radicals
Issue Date12-Mar-2012
PublisherJohn Wiley & Sons
CitationEncyclopedia of Radicals in Chemistry, Biology and Materials: 1131-1174 (2012)
AbstractThis article reviews the progress in the area of radicals in carbohydrate chemistry with special attention to new developments published during the past decade. No attempt has been made to present a comprehensive review of the literature but, rather, some specific examples are given to highlight the most synthetically valuable processes. The major focus is on inter‐ and intramolecular carbon–carbon bond‐forming radical reactions, with emphasis on the preparation of C‐glycosides, C‐ketosides, C‐disaccharides, and branched‐chain sugars, as well as on the synthesis of polyfunctionalized carbocycles by radical cyclization of acyclic carbohydrate derivatives. We also describe methods for the formation of carbon–hydrogen bonds, and synthesis in which a heteroatom‐centered radical plays a clear role in the carbon–heteroatom (C–N, C–P, C–O, C–S/Se, and C–Br) bond formation. Finally, a few selected examples of alkoxyl radical β‐fragmentation reactions, carried out under oxidative or reductive conditions, are included to illustrate their potential in the preparation of chiral synthons.
Publisher version (URL)https://doi.org/10.1002/9781119953678.rad031
URIhttp://hdl.handle.net/10261/211689
DOI10.1002/9781119953678.rad031
Identifiersdoi: 10.1002/9781119953678.rad031
isbn: 0-470-97125-8
Appears in Collections:(IPNA) Libros y partes de libros
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