Synthetic applications of nonmetal catalysts for homogeneous oxidations

被引:442
作者
Adam, W
Saha-Möller, CR
Ganeshpure, PA [1 ]
机构
[1] Indian Petrochem Corp Ltd, Res Ctr, Baroda 391346, Gujarat, India
[2] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
D O I
10.1021/cr000019k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthetic applications of nonmetal catalysts for homogeneous oxidations were discussed. The perhydrate-mediated, ketone-catalyzed oxidations which included epoxidations, heteroatom oxidations, arene oxidations and miscellaneous catalytic oxidations were examined. The oxaziridine-mediated imine-catalyzed oxidations which included racemic sulfide oxidations and asymmetric sulfide oxidations were also elaborated.
引用
收藏
页码:3499 / 3548
页数:50
相关论文
共 250 条
[1]   HYDROXY-DIRECTED REGIOSELECTIVE AND DIASTEREOSELECTIVE ENE REACTION OF SINGLET OXYGEN WITH CHIRAL ALLYLIC ALCOHOLS [J].
ADAM, W ;
NESTLER, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5041-5049
[2]   (Z)-3-METHYL-3-PENTEN-2-OL AS STEREOCHEMICAL PROBE FOR 1,2 VERSUS 1,3 ALLYLIC STRAIN IN THE PHOTOOXYGENATION AND EPOXIDATION OF CHIRAL ALLYLIC ALCOHOLS [J].
ADAM, W ;
NESTLER, B .
TETRAHEDRON LETTERS, 1993, 34 (04) :611-614
[3]   Synthesis of optically active C2-symmetric ketones for the asymmetric epoxidation of prochiral olefins by dioxiranes generated in situ with Caroate™ as a peroxide source [J].
Adam, W ;
Zhao, CG .
TETRAHEDRON-ASYMMETRY, 1997, 8 (24) :3995-3998
[4]  
Adam W, 1997, LIEBIGS ANN-RECL, P547
[5]   SYNTHESIS OF THE 2,3-EPOXY-2,3-DIHYDRO-2,3-DIMETHYLBENZO[B]FURAN, THE PROPOSED ULTIMATE MUTAGEN OF THE BENZOFURAN DIOXETANES [J].
ADAM, W ;
HADJIARAPOGLOU, L ;
MOSANDL, T ;
SAHAMOLLER, CR ;
WILD, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (02) :200-202
[6]   Asymmetric C-H oxidation of vic-diols to α-hydroxy ketones by a fructose-derived dioxirane:: Electronic effects on the enantioselectivity of oxygen transfer [J].
Adam, W ;
Saha-Möller, CR ;
Zhao, CG .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (20) :7492-7497
[7]   EPOXIDATION OF 2,3-DIMETHYLBENZOFURANS BY DIMETHYLDIOXIRANE [J].
ADAM, W ;
BIALAS, J ;
HADJIARAPOGLOU, L ;
SAUTER, M .
CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (01) :231-234
[8]   Hydroxy group directivity in the epoxidation of chiral allylic alcohols: Control of diastereoselectivity through allylic strain and hydrogen bonding [J].
Adam, W ;
Wirth, T .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (08) :703-710
[10]   SOLVENT EFFECTS IN THE DIMETHYLDIOXIRANE OXIDATION OF ALLYLIC ALCOHOLS - EVIDENCE FOR HYDROGEN-BONDING IN THE DIPOLAR TRANSITION-STATE OF OXYGEN-TRANSFER [J].
ADAM, W ;
SMERZ, AK .
TETRAHEDRON, 1995, 51 (47) :13039-13044