The mechanism of thiazolium catalysis

被引：68

作者：

Breslow, R

Schmuck, C

机构：

[1] Department of Chemistry, Columbia University, New York

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 45期

关键词：

D O I：

10.1016/0040-4039(96)01878-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Contrary to recent reports, the catalysis of the benzoin condensation is first order in thiazolium ion, even based on the data recently reported by others. Thus there is no need to propose an unusual anion intermediate in the reaction. Copyright (C) 1996 Elsevier Science Ltd.

引用

页码：8241 / 8242

页数：2

共 7 条

[1] ON THE MECHANISM OF THIAMINE ACTION .4. EVIDENCE FROM STUDIES ON MODEL SYSTEMS
BRESLOW, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (14) : 3719 - 3726
[2] STUDIES ON MODEL SYSTEMS FOR THIAMINE ACTION - SYNTHESIS OF REACTIVE INTERMEDIATES, AND EVIDENCE ON THE FUNCTION OF THE PYRIMIDINE RING
BRESLOW, R
MCNELIS, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (12) : 3080 - 3082
[3] THE THIAZOLIUM CATALYZED BENZOIN CONDENSATION WITH MILD BASE DOES NOT INVOLVE A DIMER INTERMEDIATE
BRESLOW, R
KIM, R
[J]. TETRAHEDRON LETTERS, 1994, 35 (05) : 699 - 702
[4] Further evidences about the role of bis(thiazolin-2-ylidene)s as the actual catalytic species in the generalised benzoin condensation.
LopezCalahorra, F
Castro, E
Ochoa, A
Marti, J
[J]. TETRAHEDRON LETTERS, 1996, 37 (28) : 5019 - 5022
[5] A KINETIC-STUDY BY NMR OF THE BENZOIN CONDENSATION CATALYZED BY THIAZOLIUM SALTS IN MILD BASIC CONDITIONS - A 2ND-ORDER PROCESS IN BOTH ALDEHYDE AND PRE-CATALYST
LOPEZCALAHORRA, F
RUBIRES, R
[J]. TETRAHEDRON, 1995, 51 (35) : 9713 - 9728
[6] INTRODUCTION TO A RATIONAL DESIGN OF CHIRAL THIAZOLIUM SALTS
MARTI, J
CASTELLS, J
LOPEZCALAHORRA, F
[J]. TETRAHEDRON LETTERS, 1993, 34 (03) : 521 - 524
[7] POLYMER-BOUND THIAMINE MODELS .1. THE KINETICS OF THIAZOLIUM SALT CATALYZED BENZOIN FORMATION
VANDENBERG, HJ
CHALLA, G
PANDIT, UK
[J]. JOURNAL OF MOLECULAR CATALYSIS, 1989, 51 (01): : 1 - 12

← 1 →