A MECHANISTIC INSIGHT LEADS TO A GREATLY IMPROVED OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION PROCESS

被引:272
作者
WAI, JSM [1 ]
MARKO, I [1 ]
SVENDSEN, JS [1 ]
FINN, MG [1 ]
JACOBSEN, EN [1 ]
SHARPLESS, KB [1 ]
机构
[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139
关键词
D O I
10.1021/ja00185a050
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1123 / 1125
页数:3
相关论文
共 10 条
[1]   MAJOR IMPROVEMENT IN OSMIUM CATALYZED VICINAL HYDROXYLATION OF OLEFINS BY TERT-BUTYL HYDROPEROXIDE [J].
AKASHI, K ;
PALERMO, RE ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (10) :2063-2066
[2]   X-RAY MOLECULAR-STRUCTURE OF ASYMMETRICALLY BRIDGED ESTER COMPLEX DI-MU-OXO-BIS[(CYCLOHEXANE-1,2-DIOLATO)OXO(QUINUCLIDINE)OSMIUM(VI)], [OSO2(O2C6H10)(C7H13N)]2 [J].
CARTWRIGHT, BA ;
GRIFFITH, WP ;
SCHRODER, M ;
SKAPSKI, AC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (19) :853-854
[3]   STAINING AND FIXATION OF UNSATURATED MEMBRANE LIPIDS BY OSMIUM TETROXIDE - CRYSTAL-STRUCTURE OF A MODEL OSMIUM(VI) DIESTER [J].
COLLIN, R ;
GRIFFITH, WP ;
PHILLIPS, FL ;
SKAPSKI, AC .
BIOCHIMICA ET BIOPHYSICA ACTA, 1974, 354 (01) :152-154
[4]  
Criegee R, 1936, LIEBIGS ANN CHEM, V522, P75
[5]  
JACOBSEN EJ, IN PRESS J AM CHEM S
[6]   ASYMMETRIC DIHYDROXYLATION VIA LIGAND-ACCELERATED CATALYSIS [J].
JACOBSEN, EN ;
MARKO, I ;
MUNGALL, WS ;
SCHRODER, G ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (06) :1968-1970
[7]   ALKENE GLYCOL INTERCONVERSION WITH TECHNETIUM AND RHENIUM OXO COMPLEXES [J].
PEARLSTEIN, RM ;
DAVISON, A .
POLYHEDRON, 1988, 7 (19-20) :1981-1989
[8]   CRYSTAL AND MOLECULAR-STRUCTURE OF OXOBIS(ETHANE-1,2-DIOLATO)OSMIUM(VI) - 5-COORDINATE DIESTER COMPLEX [J].
PHILLIPS, FL ;
SKAPSKI, AC .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1975, 31 (JUL15) :1814-1818
[9]   OSMIUM CATALYZED VICINAL HYDROXYLATION OF OLEFINS BY TERT-BUTYL HYDROPEROXIDE UNDER ALKALINE CONDITIONS [J].
SHARPLESS, KB ;
AKASHI, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (07) :1986-1987
[10]  
WAI JSM, UNPUB