Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 11, Issue 38, Pages 6460-6465Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob41389f
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- Department of Science and Technology [SR/S1/OC-40/2009]
- CSIR-New Delhi
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Trehalose dibenzylidene and substituted dibenzylidene acetals were reductively opened either at O6 or O4 in a regioselective manner by using a DIBAL stock solution prepared in toluene or dichloromethane, respectively, to achieve desymmetrization of the trehalose core. The method was applied to synthesize various biologically important unsymmetrically substituted trehalose glycoconjugates, including a mycobacterial trisaccharide, a 4-epi-trehalosamine analog and a maradolipid.
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