CONFORMATIONAL ANALYSIS OF SOME METHYL 2,3-ANHYDROGLYCOPYRANOSIDES AND 3,4-ANHYDROGLYCOPYRANOSIDES

被引：74

作者：

BUCHANAN, JG

FLETCHER, R

PARRY, K

THOMAS, WA

机构：

[1] Department of Organic Chemistry, The University

[2] Department of Chemistry, University College of Swansea, Swansea, Singleton Park

来源：

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC | 1969年 / 04期

关键词：

D O I：

10.1039/j29690000377

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Proton magnetic resonance spectroscopy is used to define the conformation of a series of methyl 2,3- and 3,4-anhydroglycopyranosides. The compounds examined are shown to have conformations in solution similar to the half-chair conformation of cyclohexene, and evidence is obtained to explain the results of previous experiments on the base-catalysed equilibration between the 2,3- and 3,4-anhydro-compounds.

引用

收藏

页码：377 / &

相关论文

共 37 条

[1] PROTON RESONANCE SPECTRA + CONFORMATIONS OF PROLINES .3. HYDROXYPROLINE + ALLOHYDROXYPROLINE IN ACID + ALKALINE SOLUTION [J].

ABRAHAM, RJ ;

THOMAS, WA .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (OCT) :3739-&

[2] CYCLITOLS .7. ANHYDROINOSITOLS AND THE EPOXIDE MIGRATION [J].

ANGYAL, SJ ;

GILHAM, PT .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (AUG) :3691-3699

[3]

ANGYAL SJ, 1966, CARBOHYD RES, V1, P365

[4]

ARULDHAS G, 1966, INDIAN J PURE AP PHY, V4, P361

[5] ANGULAR DEPENDENCE OF LONG-RANGE PROTON COUPLING CONSTANTS ACROSS FOUR BONDS [J].

BARFIELD, M .

JOURNAL OF CHEMICAL PHYSICS, 1964, 41 (12) :3825-&

[6] THE BEHAVIOUR OF DERIVATIVES OF 3-4-ANHYDROGALACTOSE TOWARDS ACIDIC REAGENTS .2. [J].

BUCHANAN, JG .

JOURNAL OF THE CHEMICAL SOCIETY, 1958, (JUL) :2511-2516

[7] METHYL 2,3-ANHYDROLYXOPYRANOSIDES AND 3,4-ANHYDROARABINOPYRANOSIDES [J].

BUCHANAN, JG ;

FLETCHER, R .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (21) :1926-&

[8] BEHAVIOUR OF DERIVATIVES OF 3,4-ANHYDROGALACTOSE TOWARDS ACIDIC REAGENTS .3. [J].

BUCHANAN, JG ;

FLETCHER, R .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (NOV) :6316-&

[9] METHYL 2,3-ANHYDRO-ALPHA-D-MANNOSIDE AND 3,4-ANHYDRO-ALPHA-D-ALTROSIDE AND THEIR DERIVATIVES .1. [J].

BUCHANAN, JG ;

SCHWARZ, JCP .

JOURNAL OF THE CHEMICAL SOCIETY, 1962, (DEC) :4770-&

[10] A PROTON MAGNETIC RESONANCE STUDY OF CARBOHYDRATE 2,3-EPOXIDES AND RELATED COMPOUNDS [J].

BUSS, DH ;

HOUGH, L ;

HALL, LD ;

MANVILLE, JF .

TETRAHEDRON, 1965, 21 (01) :69-&

← 1 2 3 4 →