NEW LIGANDS AND IMPROVED ENANTIOSELECTIVITIES FOR THE ASYMMETRIC DIHYDROXYLATION OF OLEFINS

被引:91
作者
BECKER, H [1 ]
KING, SB [1 ]
TANIGUCHI, M [1 ]
VANHESSCHE, KPM [1 ]
SHARPLESS, KB [1 ]
机构
[1] Scripps Res Inst, RES INST, DEPT CHEM, LA JOLLA, CA 92037 USA
关键词
D O I
10.1021/jo00118a005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:3940 / 3941
页数:2
相关论文
共 21 条
[1]   SYNTHESES AND CRYSTAL-STRUCTURES OF THE CINCHONA ALKALOID DERIVATIVES USED AS LIGANDS IN THE OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION OF OLEFINS [J].
AMBERG, W ;
BENNANI, YL ;
CHADHA, RK ;
CRISPINO, GA ;
DAVIS, WD ;
HARTUNG, J ;
JEONG, KS ;
OGINO, Y ;
SHIBATA, T ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) :844-849
[2]   MODIFIED CINCHONA ALKALOID LIGANDS - IMPROVED SELECTIVITIES IN THE OSMIUM-TETROXIDE CATALYZED ASYMMETRIC DIHYDROXYLATION (AD) OF TERMINAL OLEFINS [J].
ARRINGTON, MP ;
BENNANI, YL ;
GOBEL, T ;
WALSH, P ;
ZHAO, SH ;
SHARPLESS, KB .
TETRAHEDRON LETTERS, 1993, 34 (46) :7375-7378
[3]   COMPARING 2 MODELS FOR THE SELECTIVITY IN THE ASYMMETRIC DIHYDROXYLATION REACTION (AD) [J].
BECKER, H ;
HO, PT ;
KOLB, HC ;
LOREN, S ;
NORRBY, PO ;
SHARPLESS, KB .
TETRAHEDRON LETTERS, 1994, 35 (40) :7315-7318
[4]   A SHORT ROUTE TO A MOSHERS ACID PRECURSOR VIA CATALYTIC ASYMMETRIC DIHYDROXYLATION (AD) [J].
BENNANI, YL ;
VANHESSCHE, KPM ;
SHARPLESS, KB .
TETRAHEDRON-ASYMMETRY, 1994, 5 (08) :1473-1476
[5]   SHORT ENANTIOSELECTIVE SYNTHESIS OF (-)-OVALICIN, A POTENT INHIBITOR OF ANGIOGENESIS, USING SUBSTRATE-ENHANCED CATALYTIC ASYMMETRIC DIHYDROXYLATION [J].
COREY, EJ ;
GUZMANPEREZ, A ;
NOE, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) :12109-12110
[6]   A MECHANISTICALLY DESIGNED MONO-CINCHONA ALKALOID IS AN EXCELLENT CATALYST FOR THE ENANTIOSELECTIVE DIHYDROXYLATION OF OLEFINS [J].
COREY, EJ ;
NOE, MC ;
GROGAN, MJ .
TETRAHEDRON LETTERS, 1994, 35 (35) :6427-6430
[7]   RIGID AND HIGHLY ENANTIOSELECTIVE CATALYST FOR THE DIHYDROXYLATION OF OLEFINS USING OSMIUM TETRAOXIDE CLARIFIES THE ORIGIN OF ENANTIOSPECIFICITY [J].
COREY, EJ ;
NOE, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (26) :12579-12580
[8]   IMPROVED ENANTIOSELECTIVITY IN ASYMMETRIC DIHYDROXYLATIONS OF TERMINAL OLEFINS USING PYRIMIDINE LIGANDS [J].
CRISPINO, GA ;
JEONG, KS ;
KOLB, HC ;
WANG, ZM ;
XU, DQ ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (15) :3785-3786
[9]  
Grummitt O, 1955, ORG SYNTH, V3, P806, DOI [10.15227/orgsyn.023.0092, DOI 10.15227/ORGSYN.023.0092]
[10]  
GRUMMITT O, 1955, ORG SYNTH, V3, P807