EFFECT OF POLAR-SOLVENTS ON THE RATES OF CLAISEN REARRANGEMENTS - ASSESSMENT OF IONIC CHARACTER

被引：108

作者：

BRANDES, E

GRIECO, PA

GAJEWSKI, JJ

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1989年 / 54卷 / 03期

关键词：

D O I：

10.1021/jo00264a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：515 / 516

页数：2

共 14 条

[1]

Abboud JLM., 1981, PROGR PHYS ORG CHEM, V13, P485, DOI [DOI 10.1002/9780470171929.CH6, 10.1002/9780470171929.ch6]

[2] RELATIVELY FAST SOLVOLYTIC REACTIONS OF 1-ADAMANTYL MESYLATE - FURTHER DEVELOPMENT OF THE YOTS SCALE OF SOLVENT IONIZING POWER AND THE NOTS SCALE OF SOLVENT NUCLEOPHILICITY [J].

BENTLEY, TW ;

CARTER, GE .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (04) :579-584

[3]

BRANDES E, UNPUB

[4] SYNTHESIS AND CLAISEN REARRANGEMENT OF ALKOXYALLYL ENOL ETHERS - EVIDENCE FOR A DIPOLAR TRANSITION-STATE [J].

COATES, RM ;

ROGERS, BD ;

HOBBS, SJ ;

PECK, DR ;

CURRAN, DP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1160-1170

[5] THE CONFORMATIONAL EQUILIBRIUM OF CHORISMATE IN SOLUTION - IMPLICATIONS FOR THE MECHANISM OF THE NONENZYMATIC AND THE ENZYME-CATALYZED REARRANGEMENT OF CHORISMATE TO PREPHENATE [J].

COPLEY, SD ;

KNOWLES, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) :5008-5013

[6] ON THE MECHANISM OF REARRANGEMENT OF CHORISMIC ACID AND RELATED-COMPOUNDS [J].

GAJEWSKI, JJ ;

JURAYJ, J ;

KIMBROUGH, DR ;

GANDE, ME ;

GANEM, B ;

CARPENTER, BK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1170-1186

[7] STEREOCHEMISTRY OF ALLYLIC REARRANGEMENTS .16. ION-PAIR RETURN ASSOCIATED WITH SOLVOLYSIS OF EXO-BICYCLO[3.2.1]OCT-3-EN-2-YL AND ENDO-BICYCLO[3.2.1]OCT-3-EN-2-YL P-NITROBENZOATE IN AQUEOUS ACETONE [J].

GOERING, HL ;

ANDERSON, RP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (20) :6469-6474

[8] THE CORRELATION OF SOLVOLYSIS RATES [J].

GRUNWALD, E ;

WINSTEIN, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (02) :846-859

[9] LINEAR SOLVATION ENERGY RELATIONSHIPS .23. A COMPREHENSIVE COLLECTION OF THE SOLVATOCHROMIC PARAMETERS, PI-STAR, ALPHA AND BETA, AND SOME METHODS FOR SIMPLIFYING THE GENERALIZED SOLVATOCHROMIC EQUATION [J].

KAMLET, MJ ;

ABBOUD, JLM ;

ABRAHAM, MH ;

TAFT, RW .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (17) :2877-2887

[10] SN2-SN1 SPECTRUM .2. QUANTITATIVE TREATMENTS OF NUCLEOPHILIC SOLVENT ASSISTANCE - SCALE OF SOLVENT NUCLEOPHILICITIES [J].

SCHADT, FL ;

BENTLEY, TW ;

SCHLEYER, PV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (24) :7667-7674

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