Mechanisms of glycopyranosyl and 5-thioglycopyranosyl transfer reactions in solution

被引:31
作者
Bennet, AJ [1 ]
Kitos, TE [1 ]
机构
[1] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2002年 / 07期
关键词
D O I
10.1039/b108446c
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:1207 / 1222
页数:16
相关论文
共 150 条
[11]   GENERAL-ACID AND GENERAL-BASE CATALYSIS OF THE CLEAVAGE OF ALPHA-D-GLUCOPYRANOSYL FLUORIDE [J].
BANAIT, NS ;
JENCKS, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (21) :7958-7963
[12]  
Barnes J. A., 1993, ORGANIC REACTIVITY P, P437
[13]   ACID AND ALKALINE HYDROLYSIS OF GLYCOPYRANOSYL FLUORIDES [J].
BARNETT, JEG .
CARBOHYDRATE RESEARCH, 1969, 9 (01) :21-&
[14]  
BeMiller J N, 1967, Adv Carbohydr Chem Biochem, V22, P25, DOI 10.1016/S0096-5332(08)60151-4
[15]   A TEMPERATURE-DEPENDENT CHANGE IN THE MECHANISM OF ACID CATALYSIS OF THE HYDROLYSIS OF PARA-NITROPHENYL BETA-D-GLUCOPYRANOSIDE INDICATED BY O-18 AND SOLVENT DEUTERIUM KINETIC ISOTOPE EFFECTS [J].
BENNET, AJ ;
DAVIS, AJ ;
HOSIE, L ;
SINNOTT, ML .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (05) :581-584
[16]   COMPLETE KINETIC ISOTOPE EFFECT DESCRIPTION OF TRANSITION-STATES FOR ACID-CATALYZED HYDROLYZES OF METHYL ALPHA-GLUCOPYRANOSIDES AND BETA-GLUCOPYRANOSIDES [J].
BENNET, AJ ;
SINNOTT, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) :7287-7294
[17]  
Bentley T. W., 1977, ADV PHYS ORG CHEM, V14, P1
[18]  
Bentley T. W., 1990, PROG PHYS ORG CHEM, V17, P121, DOI DOI 10.1002/9780470171967.CH5
[19]   CORRELATION OF SOLVOLYSIS RATES WITH 3-PARAMETER AND 4-PARAMETER RELATIONSHIPS - SCALE OF SOLVENT NUCLEOPHILICITIES [J].
BENTLEY, TW ;
SCHADT, FL ;
SCHLEYER, PV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (03) :992-&
[20]   PI-DONATING ABILITIES OF SULFUR AND OXYGEN - COMPARATIVE QUANTUM CHEMICAL INVESTIGATION OF STATIC AND DYNAMIC PROPERTIES AND GAS-PHASE ACIDITIES OF +CH2OH AND +CH2SH [J].
BERNARDI, F ;
CSIZMADIA, IG ;
SCHLEGEL, HB ;
WOLFE, S .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (08) :1144-1153