Regioselective Monotosylation of Non-protected and Partially Protected Glycosides by the Dibutyltin Oxide Method
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概要
- 論文の詳細を見る
Tosylation of non-protected glycopyranosides with p-toluenesulfonyl chloride in the presence of 4-dimethyl-aminopyridine, after activiation of the glycosides by dibutyltin oxide, gave mono-O-tosylates in good yield. The regioselectivity in this tosylation was different from that in the corresponding benzoylation for some glycosides. The reason for this difference is discussed based on an equilibrium of the tin intermediates and kinetic attack of the tosyl chloride on the intermediates. Thus, by application of this tosylation method to non-protected and partially protected glycosides, various glycoside mono-O-tosylates were synthesized regioselectively.
- 社団法人日本薬学会の論文
- 1991-11-25
著者
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津田 喜典
金沢大学
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津田 喜典
Faculty of Pharmaceutical Sciences, Kanazawa University
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津田 喜典
金沢大学薬学部
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津田 喜典
Faculty Of Pharmaceutical Sciences Kanazawa University
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小林 拓也
Faculty Of Pharmaceutical Sciences Kanazawa University
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佐藤 禎之
Faculty of Pharmaceutical Sciences, Kanazawa University
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西村 誠
(present Address)fuji Chemical Industry Ltd.
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金光 公浩
Faculty of Pharmaceutical Sciences, Kanazawa University
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金光 公浩
(Present address)Ishikawa Red Cross Blood Centre
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佐藤 禎之
Faculty Of Pharmaceutical Sciences Kanazawa University
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金光 公浩
Faculty Of Pharmaceutical Sciences Kanazawa University
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