Synthesis of spiro carbon linked deoxy disaccharides

Synthesis of the isomers of deoxy spiro carbon linked disaccharides has been reported. But-3-yn-1-ol has been utilised as a four carbon conjunctive reagent for the CC bond formation and was later stereoselectively converted into cis and trans olefins for further elaboration into the deoxy sugar moi...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 13; no. 15; pp. 1599 - 1607
Main Authors Sharma, G.V.M., Reddy, J.Janardhan, Rao, M.H.V.Ramana, Gallois, Nicolas
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 14.08.2002
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
OXIDATION
ALLYLIC ALCOHOL SYSTEMS
MEDIATED STEREOSELECTIVE SYNTHESIS
EMPIRICAL RULE
GAMMA,DELTA-OLEFINIC ALCOHOLS
STEREOCHEMISTRY
DIACETONE GLUCOSE
PRECURSORS
CYCLIZATION
TEMPLATES
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Summary:Synthesis of the isomers of deoxy spiro carbon linked disaccharides has been reported. But-3-yn-1-ol has been utilised as a four carbon conjunctive reagent for the CC bond formation and was later stereoselectively converted into cis and trans olefins for further elaboration into the deoxy sugar moiety through cis dihydroxylation. Synthesis of isomers of 8-deoxy spiro carbon linked disaccharides is reported.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00466-4