Carbohydrate sulfonyl chlorides for simple, convenient access to glycoconjugates

Organic Letters

Volumn 7, Issue 6, 2005, Pages 1145-1148

  Kværnø, Lisbet ^a   Werder, Moritz ^a,b   Hauser, Helmut ^a,b   Carreira, Erick M ^a  

^a ETH ZURICH   (Switzerland)

^b Lipideon Biotechnology ^*  (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINE; CARBOHYDRATE; CHLORIDE; CHOLESTEROL; GLYCOCONJUGATE; SULFUR DERIVATIVE;

ABSORPTION; ARTICLE; CONJUGATION; ELECTRON TRANSPORT; GLYCOSYLATION; IN VITRO STUDY; MOLECULAR DYNAMICS; MOLECULAR IMAGING; STRUCTURE ANALYSIS; TECHNIQUE;

ANTICHOLESTEREMIC AGENTS; AZETIDINES; CHEMISTRY, ORGANIC; COMBINATORIAL CHEMISTRY TECHNIQUES; GLYCOCONJUGATES; MOLECULAR STRUCTURE; SULFINIC ACIDS;

EID: 18244387189     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0502127     Document Type: Article

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34. In contrast to phenols, conjugation via primary and secondary alcohols may be problematic, as the sulfonate esters could suffer a number of fates including substitution and elimination. However, in the context of oligonucleotide analogue synthesis the work of Widlanski (ref 11) demonstrates the stability of sulfonate-linked oligonucleotides derived from secondary alcohols.