Browsing by Author "Lin, Chun Cheng"

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Formal Synthesis of 3-Deoxy-D-manno-Octulosonic Acid (KDO) and 3-Deoxy-D-arabino-2-heptulosonic Acid (DAH)
(2013-01-01)
Pradhan, Tapan Kumar
;
Lin, Chun Cheng
;
Mong, Kwok Kong Tony
;
應用化學系
;
Department of Applied Chemistry
Practical synthetic routes to 3-deoxy-D-manno-octulo-sonic acid (KDO) and 3-deoxy-D-arabino-2-heptulosonic acid (DAH) from common sugar substrates are reported. Chain homologation of the sugar substrates was accomplished by Wittig olefination and Corey-Fuchs alkynylation. A new cyclization strategy was investigated to access the desired pyranosyl isomer of the KDO target.
Preparation of a Protected 3-Deoxy-D-manno-oct-2-ulosonate Glycal Donor for the Synthesis of beta-KDO-Containing Oligosaccharides
(2014-03-07)
Pradhan, Tapan Kumar
;
Lin, Chun Cheng
;
Mong, Kwok-Kong Tony
;
應用化學系
;
Department of Applied Chemistry
A practical method for the synthesis of KDO glycal donors was developed. The prepared KDO donors exhibited excellent disastereoselectivity of glycosylation in a CH2Cl2-CH3CN solvent mixture, which was found to be associated with the isopropylidene protection at the C-4 and C-5 hydroxyls. The synthetic use of the KDO donor was demonstrated in the preparation of beta-KDO-containing oligosaccharides.