Is acyl migration to the aglycon avoidable in 2-acyl assisted glycosylation reactions?

Canadian Journal of Chemistry

Volumn 82, Issue 7, 2004, Pages 1157-1171

  Bérces, Attila ^a,d   Whitfield, Dennis M ^a   Nukada, Tomoo ^b   Do Santos Z, Iwona ^c   Obuchowska, Agnes ^c   Krepinsky, Jiri J ^c  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^b INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

^c UNIVERSITY OF TORONTO   (Canada)

^d ASTRAZENECA R AND D   (Sweden)

Author keywords

Carbohydrates; Glycosylation; Neighboring group effects; Quantum chemistry; Reaction mechanism

Indexed keywords

CHEMICAL BONDS; ESTERS; METHANOL; OXYGEN; PROTONS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

DENSITY FUNCTIONAL THEORY (DFT); GLYCOSYLATION REACTIONS; NUCLEOPHILES; PROTON TRANSFER;

REACTION KINETICS;

BENZENE DERIVATIVE; CARBONYL DERIVATIVE; ESTER DERIVATIVE; OLIGOSACCHARIDE;

AB INITIO CALCULATION; ACYLATION; ARTICLE; CHEMICAL BOND; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; ENERGY TRANSFER; GLYCOSYLATION; MOLECULAR MECHANICS; PROTON TRANSPORT; STRUCTURE ANALYSIS;

EID: 10644283088     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v04-059     Document Type: Article

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