摘要: Publisher Summary This chapter provides an overview of glycol-cleavage oxidation. Carbohydrates provide a profusion compounds that contain hydroxyl groups on two or more adjacent carbon atoms, and the fact this type carbon–carbon bond generally undergoes oxidative scission selectively quantitatively has been major factor contributing to current status carbohydrate chemistry. The periodate functions best in water leads tetra-acetate organic solvents, makes oxidation possible with all types carbohydrates derivatives. high selectivity lead tetraacetate as glycol-cleaving oxidants is attributed mainly ability central atom reagent complex 1,2-diol effect two-electron transfer. Formation intermediate shown for by pH ultraviolet spectral changes, and, both oxidants, less directly consideration reaction kinetics. action consistent concept five-membered ring than tetraacetate. characteristics oxidations are explained chapter. It also discusses properties glycosides related alicyclic explains patterns end-group analysis polysaccharides.
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sci-hub.se 参考文章(386)
G. P. Baxter, Note on the Leakage of Helium through Pyrex Glass at Room Temperature. III Journal of the American Chemical Society. ,vol. 61, pp. 1597- 1597 ,(1939) , 10.1021/JA01875A501
Henry A. Rutherford, Francis W. Minor, Albert R. Martin, Milton Harris, Oxidation of cellulose: The reaction of cellulose with periodic acid Journal of research of the National Bureau of Standards. ,vol. 29, pp. 131- ,(1942) , 10.6028/JRES.029.004
Robert C. Hockett, Margaret T. Dienes, Hugh E. Ramsden, Lead Tetraacetate Oxidations in the Sugar Group. IV.1The Rates of Oxidation of Trehalose, Levoglucosan, α-Methyl-L-sorbopyranoside, Polygalitol and Styracitol in Glacial Acetic Acid2 Journal of the American Chemical Society. ,vol. 65, pp. 1474- 1477 ,(1943) , 10.1021/JA01248A012
H.L. Frush, H.S. Isbell, Mutarotation, hydrolysis, and structure of D-galactosylamines Journal of research of the National Bureau of Standards. ,vol. 47, pp. 239- ,(1951) , 10.6028/JRES.047.029
A. S. Perlin, SHORTENING THE CARBON CHAIN OF SUGARS1 Journal of the American Chemical Society. ,vol. 76, pp. 2595- 2595 ,(1954) , 10.1021/JA01638A090
SHIGEO HARA, Determination of Periodic Acid in the Presence of Iodic Acid Bunseki Kagaku. ,vol. 5, pp. 163- 164 ,(1956) , 10.2116/BUNSEKIKAGAKU.5.163
G. E. McCasland, E. Clyde Horswill, Cyclitols. VII. Debromination of Inositol Dibromohydrins. Synthesis of New Cyclohexanetetrols1,2 Journal of the American Chemical Society. ,vol. 76, pp. 2373- 2379 ,(1954) , 10.1021/JA01638A024
Robert C. Hockett, Hewitt G. Fletcher, Lead Tetraacetate Oxidations in the Sugar Group. VI.1 The Structures of Certain Di- and Tribenzoates of D-Sorbitol and D-Mannitol Journal of the American Chemical Society. ,vol. 66, pp. 469- 472 ,(1944) , 10.1021/JA01231A049
R. U. Lemieux, R. K. Kullnig, H. J. Bernstein, W. G. Schneider, Configurational Effects on the Proton Magnetic Resonance Spectra of Six-membered Ring Compounds1 Journal of the American Chemical Society. ,vol. 80, pp. 6098- 6105 ,(1958) , 10.1021/JA01555A051
M. Abdel-Akher, J. K. Hamilton, R. Montgomery, F. Smith, A NEW PROCEDURE FOR THE DETERMINATION OF THE FINE STRUCTURE OF POLYSACCHARIDES Journal of the American Chemical Society. ,vol. 74, pp. 4970- 4971 ,(1952) , 10.1021/JA01139A526