2016 Fiscal Year Final Research Report
Development of reactions catalyzed by acidic azolium salts
| Project/Area Number |
26410041
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Nagoya University |
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Principal Investigator |
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| Co-Investigator(Renkei-kenkyūsha) |
OYAMA Kin-ichi 名古屋大学, 物質科学国際研究センター, 技術専門職員 (80402460)
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| Research Collaborator |
MORI Kenjiro
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | アゾール / N-グリコシル化反応 / 固相担持触媒 |
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| Outline of Final Research Achievements |
We focused N-glycosylation reactions to investigate the potential of acidic azolium salts as catalysts. First, various acidic azolium salts were prepared by mixing azoles and acids. We selected nonhygroscopic salts and used them as catalysts. Using suitably protected β-D-ribofuranoses as glycosyl donors, we found that an acidic oxazolium perchlorate was the most active catalyst. On the basis of this result, we prepared a solid-supported acidic oxazolium perchlorate. This salt was found to be an easy-handling catalyst for the synthesis of modified pyrimidine nucleosides via Vorbrueggen-type N-glycosylation. Because the polymer residue derived from the catalyst could be removed from the reaction mixture, the purification procedure was simple. The recovered polymer lost the catalytic activity; however, treatment with perchloric acid activated the polymer residue so that it could be used as a catalyst. We broadened the scope and convenience of the salts.
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| Free Research Field |
有機化学
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