Regioselective, borinic acid-catalyzed monoacylation, sulfonylation and alkylation of diols and carbohydrates: Expansion of substrate scope and mechanistic studies

Journal of the American Chemical Society

Volumn 134, Issue 19, 2012, Pages 8260-8267

  Lee, Doris ^a   Williamson, Caitlin L ^a   Chan, Lina ^a   Taylor, Mark S ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,3-DIOLS; ACID CATALYSIS; AVERAGE YIELD; CATALYTIC CYCLES; ELECTROPHILIC SPECIES; GENERAL METHOD; HYDROXYL GROUPS; MECHANISTIC ASPECTS; MECHANISTIC STUDIES; MEDIATED REACTIONS; REGIO-SELECTIVE; STRUCTURE ACTIVITY RELATIONSHIPS; SULFONYLATION;

ALKYLATION; CATALYSIS; CATALYST ACTIVITY; EXPERIMENTS; ORGANOMETALLICS; REGIOSELECTIVITY;

CARBOHYDRATES;

BORINIC ACID DERIVATIVE; CARBOHYDRATE; CYCLOALKANEDIOL DERIVATIVE; FUCOSE; GALACTOSE; HYDROXYL GROUP; MANNOSE; ORGANOBORON DERIVATIVE; ORGANOTIN COMPOUND; PYRANOSIDE; RHAMNOSE; UNCLASSIFIED DRUG;

ACYLATION; ALKYLATION; ARTICLE; CATALYSIS; CHEMICAL BINDING; CHEMICAL INTERACTION; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; GLYCOSYLATION; MONOACYLATION; STEREOCHEMISTRY; SULFONYLATION; SYNTHESIS; THERMODYNAMICS;

ACYLATION; ALKYLATION; BORINIC ACIDS; CARBOHYDRATES; CATALYSIS; ELECTRONS; GLYCOLS; GLYCOSYLATION; KINETICS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; STEREOISOMERISM; SUBSTRATE SPECIFICITY; SULFONIC ACIDS;

EID: 84862068667     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja302549c     Document Type: Article

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