MILD OXIDATION OF ALDEHYDES TO THE CORRESPONDING CARBOXYLIC-ACIDS AND ESTERS - ALKALINE IODINE OXIDATION REVISITED

被引:148
作者
YAMADA, S
MORIZONO, D
YAMAMOTO, K
机构
[1] Institute for Medical and Dental Engineering, Tokyo Medical and Dental University, Chiyoda-ku, Tokyo, 101, 2-3-10 Surugadai, Kanda
关键词
D O I
10.1016/S0040-4039(00)74252-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The classical alkaline iodine oxidation used in the quantifcation of aldoses was developed to a synthetically useful, mild, efficient, and general method for oxidizing aldehydes to the corresponding carboxylic acids and esters and the mechanism of the reaction was discussed.
引用
收藏
页码:4329 / 4332
页数:4
相关论文
共 12 条
[1]   BIOSYNTHESIS OF POLYSACCHARIDES - INCORPORATION OF D-[1-14C]GLUCOSE AND D-[6-14C]GLUCOSE INTO PLUM-LEAF POLYSACCHARIDES [J].
ANDREWS, P ;
HOUGH, L ;
PICKEN, JM .
BIOCHEMICAL JOURNAL, 1965, 94 (01) :75-&
[2]   OXIDATION OF ALPHA,BETA-UNSATURATED ALDEHYDES [J].
BAL, BS ;
CHILDERS, WE ;
PINNICK, HW .
TETRAHEDRON, 1981, 37 (11) :2091-2096
[3]  
CHEUNG YF, 1976, J AM CHEM SOC, V98, P1629
[4]  
COLBRAN RL, 1957, J CHEM SOC, P2427
[5]   SELECTIVE OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS WITH SODIUM-CHLORITE HYDROGEN-PEROXIDE [J].
DALCANALE, E ;
MONTANARI, F .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) :567-569
[6]  
Green J.W., 1980, CARBOHYDRATES B, V1B, P1101
[7]   THE OXIDATION OF SOME ALDOSES BY ALKALINE SOLUTIONS OF IODINE [J].
INGLES, OG ;
ISRAEL, GC .
JOURNAL OF THE CHEMICAL SOCIETY, 1948, (JUN) :810-814
[8]   THE OXIDATION OF ALDEHYDES TO ACIDS WITH CALCIUM HYPOCHLORITE [CA(OC1)2] [J].
NWAUKWA, SO ;
KEEHN, PM .
TETRAHEDRON LETTERS, 1982, 23 (31) :3131-3134
[9]   ELECTROORGANIC CHEMISTRY .94. ELECTROOXIDATIVE TRANSFORMATION OF ALDEHYDES TO ESTERS USING MEDIATORS [J].
SHONO, T ;
MATSUMURA, Y ;
HAYASHI, J ;
INOUE, K ;
IWASAKI, F ;
ITOH, T .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (24) :4967-4969
[10]   FURTHER-STUDIES ON THE UTILITY OF SODIUM-HYPOCHLORITE IN ORGANIC-SYNTHESIS - SELECTIVE OXIDATION OF DIOLS AND DIRECT CONVERSION OF ALDEHYDES TO ESTERS [J].
STEVENS, RV ;
CHAPMAN, KT ;
STUBBS, CA ;
TAM, WW ;
ALBIZATI, KF .
TETRAHEDRON LETTERS, 1982, 23 (45) :4647-4650