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Efficient carbohydrate synthesis by controlled inversion strategies

The Lattrell-Dax method of nitrite-mediated substitution of carbohydrate triflates is an efficient method to generate structures of inverse configuration. In this study it has been demonstrated that a neighboring equatorial ester group plays a highly important role in this carbohydrate epimerization reaction, inducing the formation of inversion compounds in good yields. Based on this effect, efficient synthetic routes to a range of carbohydrate structures, notably β-D-mannosides and β-D-talosides, were designed. By use of the ester activation effect for neighboring groups, a double parallel as well as a double serial inversion strategy was developed. / QC 20101111

Identiferoai:union.ndltd.org:UPSALLA1/oai:DiVA.org:kth-4179
Date January 2006
CreatorsDong, Hai
PublisherKTH, Kemi, Stockholm : KTH
Source SetsDiVA Archive at Upsalla University
LanguageEnglish
Detected LanguageEnglish
TypeLicentiate thesis, comprehensive summary, info:eu-repo/semantics/masterThesis, text
Formatapplication/pdf
Rightsinfo:eu-repo/semantics/openAccess
RelationTrita-IOK, 1100-7974 ; 107

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