FAILURE OF THE ANTIPERIPLANAR LONE PAIR HYPOTHESIS IN GLYCOSIDE HYDROLYSIS - SYNTHESIS, CONFORMATION, AND HYDROLYSIS OF ALPHA-D-XYLOPYRANOSYL-PYRIDINIUM AND ALPHA-D-GLUCOPYRANOSYL-PYRIDINIUM SALTS

被引:65
作者
HOSIE, L [1 ]
MARSHALL, PJ [1 ]
SINNOTT, ML [1 ]
机构
[1] UNIV BRISTOL,DEPT ORGAN CHEM,BRISTOL BS8 1TS,AVON,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1984年 / 07期
关键词
D O I
10.1039/p29840001121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:1121 / 1131
页数:11
相关论文
共 60 条
[1]   ORTHO-ESTER HYDROLYSIS - DIRECT EVIDENCE FOR A 3-STAGE REACTION-MECHANISM [J].
AHMAD, M ;
BERGSTROM, RG ;
CASHEN, MJ ;
CHIANG, Y ;
KRESGE, AJ ;
MCCLELLAND, RA ;
POWELL, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (10) :2669-2677
[2]   COMPOSITION AND CONFORMATION OF SUGARS IN SOLUTION [J].
ANGYAL, SJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (03) :157-&
[3]  
[Anonymous], 1971, PURE APPL CHEM
[4]   TRANSITION-STATE STABILIZATION AT THE OXYANION BINDING-SITES OF SERINE AND THIOL PROTEINASES - HYDROLYSES OF THIONO AND OXYGEN ESTERS [J].
ASBOTH, B ;
POLGAR, L .
BIOCHEMISTRY, 1983, 22 (01) :117-122
[5]  
ATKINS PW, 1974, QUANTA HDB CONCEPTS, P29
[6]   DERIVATIVES AND REACTIONS OF GLUTACONALDEHYDE .9. SUBSTITUTION-REACTIONS IN THE GLUTACONALDEHYDE ANION - ASSIGNMENT OF STRUCTURE OF A FREE GLUTACONALDEHYDE [J].
BECHER, J ;
CHRISTENSEN, MC .
TETRAHEDRON, 1979, 35 (12) :1523-1530
[7]  
BENNET AJ, UNPUB
[8]  
Born M, 1927, ANN PHYS-BERLIN, V84, P0457
[9]   DIRECT OBSERVATION OF SIMPLE TETRAHEDRAL INTERMEDIATES [J].
CAPON, B ;
GHOSH, AK ;
GRIEVE, DMA .
ACCOUNTS OF CHEMICAL RESEARCH, 1981, 14 (10) :306-312
[10]   TETRAHEDRAL INTERMEDIATES .1. GENERATION AND CHARACTERIZATION OF SOME HEMIORTHOESTERS [J].
CAPON, B ;
GRIEVE, DMA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (02) :300-305