Do glycosyl sulfonium ions engage in neighbouring-group participation? A Study of oxathiane glycosyl donors and the basis for their stereoselectivity

Chemistry - A European Journal

Volumn 18, Issue 1, 2012, Pages 321-333

  Fascione, Martin A ^a   Kilner, Colin A ^a   Leach, Andrew G ^b   Turnbull, W Bruce ^a  

^a UNIVERSITY OF LEEDS   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

carbohydrates; density functional calculations; neighbouring group effects; oxathiane; reaction mechanisms

Indexed keywords

AB INITIO CALCULATIONS; AUXILIARY GROUPS; DENSITY-FUNCTIONAL CALCULATIONS; GLYCOSYL; GLYCOSYL DONORS; HIGH TEMPERATURE; NEIGHBOURING-GROUP EFFECTS; OXACARBENIUM IONS; OXATHIANE; REACTION MECHANISM; RESTING STATE; SELECTIVE ADDITION; SULFONIUM IONS; THIOGLYCOSIDES;

CALCULATIONS; CARBOHYDRATES; DENSITY FUNCTIONAL THEORY; ETHANOL; ORGANIC SOLVENTS; REACTION INTERMEDIATES; STEREOSELECTIVITY; SUGARS; SYNTHESIS (CHEMICAL);

IONS;

GLYCOSIDE; OXATHIANE; SINGLE HETEROCYCLIC RINGS; SULFONIUM DERIVATIVE; THIOGLYCOSIDE;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

GLYCOSIDES; HETEROCYCLIC COMPOUNDS, 1-RING; MODELS, CHEMICAL; STEREOISOMERISM; SULFONIUM COMPOUNDS; THIOGLYCOSIDES;

EID: 84555188442     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201101889     Document Type: Article

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