SnCl4- and TiCl4-catalyzed anomerization of acylated O - And S -glycosides: Analysis of factors that lead to higher α: β d reaction rates

Journal of Organic Chemistry

Volumn 75, Issue 20, 2010, Pages 6747-6755

  Pilgrim, Wayne ^a,b   Murphy, Paul V ^a  

^a NATIONAL UNIVERSITY OF IRELAND   (Ireland)

^b UNIVERSITY COLLEGE DUBLIN   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

ANOMERIC EFFECT; ANOMERICS; ANOMERIZATION; CARBONYL GROUPS; CLEAVAGE MECHANISM; ELECTRON-WITHDRAWING ABILITY; EQUILIBRIUM RATIOS; FIRST ORDER; FORWARD REACTIONS; GALACTOPYRANOSIDE; GALACTURONIC ACIDS; GLUCURONIC ACIDS; GLUCURONIDES; GLYCOLIPIDS; GLYCOSIDATIONS; GLYCURONIC ACIDS; HETEROATOMS; LEWIS ACID; O-GLYCOSIDES; PROTECTING GROUP; RATE ENHANCEMENT; REVERSE REACTIONS; S-GLYCOSIDES; STEREOELECTRONIC EFFECT;

CARBOHYDRATES; CATALYSIS; GLUCOSE; GROUP TECHNOLOGY; RATE CONSTANTS; SUBSTRATES; SYNTHESIS (CHEMICAL);

ACIDS;

CARBOHYDRATE; CARBONYL DERIVATIVE; GALACTURONIC ACID; GLUCOSIDE; GLUCURONIC ACID; LEWIS ACID; TIN CHLORIDE; TITANIUM TETRACHLORIDE;

ANOMERIZATION; ARTICLE; CATALYSIS; CHEMICAL REACTION; EQUILIBRIUM CONSTANT; HYDROLYSIS; STEREOCHEMISTRY; TEMPERATURE;

CARBOHYDRATE CONFORMATION; CATALYSIS; GLYCOSIDES; HYDROLYSIS; KINETICS; STEREOISOMERISM; TIN COMPOUNDS; TITANIUM;

EID: 77957923630     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101090f     Document Type: Article

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