COMPARING 2 MODELS FOR THE SELECTIVITY IN THE ASYMMETRIC DIHYDROXYLATION REACTION (AD)

被引：49

作者：

BECKER, H ^{[1
]}

HO, PT ^{[1
]}

KOLB, HC ^{[1
]}

LOREN, S ^{[1
]}

NORRBY, PO ^{[1
]}

SHARPLESS, KB ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 40期

关键词：

D O I：

10.1016/0040-4039(94)85302-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two models of the transition state arrangement for the asymmetric dihydroxylat

引用

页码：7315 / 7318

页数：4

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] PI-STACKING AND THE PLATINUM-CATALYZED ASYMMETRIC HYDROFORMYLATION REACTION - A MOLECULAR MODELING STUDY [J].

CASTONGUAY, LA ;

RAPPE, AK ;

CASEWIT, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7177-7183

[3] 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

[4] THE ORIGIN OF HIGH ENANTIOSELECTIVITY IN THE DIHYDROXYLATION OF OLEFINS USING OSMIUM TETRAOXIDE AND CINCHONA ALKALOID CATALYSTS [J].

COREY, EJ ;

NOE, MC ;

SARSHAR, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) :3828-3829

[5] X-RAY CRYSTALLOGRAPHIC STUDIES PROVIDE ADDITIONAL EVIDENCE THAT AN ENZYME-LIKE BINDING POCKET IS CRUCIAL TO THE ENANTIOSELECTIVE DIHYDROXYLATION OF OLEFINS BY OSO4-BIS-CINCHONA ALKALOID COMPLEXES [J].

COREY, EJ ;

NOE, MC ;

SARSHAR, S .

TETRAHEDRON LETTERS, 1994, 35 (18) :2861-2864

[6] POLAR/PI INTERACTIONS BETWEEN STACKED ARYLS IN 1,8-DIARYLNAPHTHALENES [J].

COZZI, F ;

CINQUINI, M ;

ANNUNZIATA, R ;

DWYER, T ;

SIEGEL, JS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5729-5733

[7] DOMINANCE OF POLAR/PI OVER CHARGE-TRANSFER EFFECTS IN STACKED PHENYL INTERACTIONS [J].

COZZI, F ;

CINQUINI, M ;

ANNUZIATA, R ;

SIEGEL, JS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5330-5331

[8] The oxidative fussion of C-C-bonds [J].

Criegee, R .

ANGEWANDTE CHEMIE, 1937, 50 :0153-0155

[9] THE NATURE OF PI-PI INTERACTIONS [J].

HUNTER, CA ;

SANDERS, JKM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (14) :5525-5534

[10] AROMATIC AROMATIC INTERACTIONS - FREE-ENERGY PROFILES FOR THE BENZENE DIMER IN WATER, CHLOROFORM, AND LIQUID BENZENE [J].

JORGENSEN, WL ;

SEVERANCE, DL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (12) :4768-4774

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