Budget Amount *help |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2012: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
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Outline of Final Research Achievements |
The bond between anomeric position and external oxygen is cleaved in endocyclic cleavage reaction. Endocyclic cleavage reaction is rare in glycoscience. We found endocyclic cleavage reaction is promoted by protection of amino group at 2-amino group and 3-hydroxy group by cyclic carbamate group. Clear evidence of endocyclic cleavage reaction was demonstrated by capturing acyclic cation by reduction and intramolecular Friedel-Crafts reaction. Investigation on substituent effect reveals Ac group makes complete anomerization in various substrates. By using endocyclic cleavage reaction, existing multiple stereochemistries at anomeric position can be changed to α-isomer, which is difficult to be created by conventional glycosylation reaction. Novel α-linked chitosan oligomer was synthesized from β-chitosan in one-step.
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