Nucleosides and Nucleotides. XLIII. : On the Stereoselectivity of Alkyl Addition Reaction of Pyrimidine 2'-Ketonucleosides
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概要
- 論文の詳細を見る
The β-face of a 2'-ketonucleoside is sterically more hindered than the α-face because of the bulky nucleobase on the β-side at the 1'-position. However, on the reaction of 4-ethoxy-1-[3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-β-D-erythro-2-pentofuranos-2-ulos-1-yl]-2(1H)-pyrimidinone (6d) with methylmagnesium bromide, the β-methyl addition product (8d) was obtained in a considerable amount. It was found that Lewis basicity of the 2-carbonyl oxygen in the pyrimidine moiety, which is influenced inductively by the substituent at the 5-position, governs the stereoselectivity of the methyl addition reaction.
- 公益社団法人日本薬学会の論文
- 1990-11-25
著者
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上田 亨
Faculty of Pharmaceutical Science, Hokkaido University
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松田 彰
Faculty Of Pharmaceutical Sciences Hokkaido University
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上田 亨
Faculty Of Pharmaceutical Sciences Hokkaido University
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伊藤 弘子
Faculty of Pharmaceutical Sciences, Hokkaido University
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竹貫 健二
Faculty of Pharmaceutical Sciences, Hokkaido University
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上田 亨
北海道大学薬学部
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伊藤 弘子
Faculty Of Pharmaceutical Sciences Hokkaido University
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竹貫 健二
Faculty Of Pharmaceutical Sciences Hokkaido University
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