REVERSIBLE RING-OPENING OF THIAMINE - KINETIC VS THERMODYNAMIC CONTROL OF THE RECLOSURE

被引：15

作者：

TEE, OS ^{[1
]}

SPIROPOULOS, GD ^{[1
]}

MCDONALD, RS ^{[1
]}

GELDART, VD ^{[1
]}

MOORE, D ^{[1
]}

机构：

[1] MT ST VINCENT UNIV,DEPT CHEM,HALIFAX B3M 2J6,NS,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1986年 / 51卷 / 11期

关键词：

D O I：

10.1021/jo00361a050

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：2150 / 2151

页数：2

共 23 条

[1] INTRAMOLECULAR CATALYSIS OF AMIDE HYDROLYSIS BY CARBOXY-GROUP - RATE DETERMINING PROTON-TRANSFER FROM EXTERNAL GENERAL ACIDS IN HYDROLYSIS OF SUBSTITUTED MALEAMIC ACIDS [J].

ALDERSLE.MF ;

KIRBY, AJ ;

LANCASTE.PW ;

MCDONALD, RS ;

SMITH, CR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (12) :1487-1495

[2] RATE-LIMITING DIFFUSION-CONTROLLED PROTON TRANSFER IN AN ACETYL TRANSFER REACTION [J].

BARNETT, R ;

JENCKS, WP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (15) :4199-&

[3] DIFFUSION-CONTROLLED PROTON TRANSFER IN INTRAMOLECULAR THIOL ESTER AMINOLYSIS AND THIAZOLINE HYDROLYSIS [J].

BARNETT, RE ;

JENCKS, WP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (09) :2358-&

[4]

Bunting J. W., 1979, ADV HETEROCYCLIC CHE, V25, P1

[5] KINETICS AND THERMODYNAMICS OF THE STRUCTURAL TRANSFORMATIONS OF THIAMINE IN NEUTRAL AND BASIC AQUEOUS-MEDIA - THE UV SPECTRUM OF THE TETRAHEDRAL PSEUDOBASE INTERMEDIATE [J].

CHAHINE, JME ;

DUBOIS, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (08) :2335-2340

[6] HYDROLYSIS OF THIOIMIDATE ESTERS .2. EVIDENCE FOR FORMATION OF 3 SPECIES OF TETRAHEDRAL INTERMEDIATE [J].

CHATURVEDI, RK ;

SCHMIR, GL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (03) :737-+

[7] HYDROLYSIS OF THIOIMIDATE ESTERS . TETRAHEDRAL INTERMEDIATES AND GENERAL ACID CATALYSIS [J].

CHATURVEDI, RK ;

MACMAHON, AE ;

SCHMIR, GL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (26) :6984-+

[8] HYDROLYSIS OF CYCLIC UNSYMMETRICAL ANTI IMIDATE SALTS - NEW EVIDENCE FOR STEREOELECTRONIC CONTROL [J].

DESLONGCHAMPS, P ;

CHERIYAN, UO ;

TAILLEFER, RJ .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (24) :3262-3271

[9] RING-OPENING OF THIAMINE ANALOGS - ROLE OF RING-OPENING IN PHYSIOLOGICAL FUNCTION [J].

DUCLOS, JM ;

HAAKE, P .

BIOCHEMISTRY, 1974, 13 (26) :5358-5362

[10]

FERSHT A, 1977, ENZYME STRUCTURE MEC, P312

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