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Lactams. XI. Construction of Lactam Carbonyl Function in 1,3-Disubstituted Piperidines by Mercuric Acetate-EDTA Oxidation : Effects of Carbonyl and Related Groups at the 3-Position

フォーマット:
論文
責任表示:
Fujii, Tozo ; Ohba, Masashi ; Yoshifuji, Shigeyuki
言語:
英語
出版情報:
日本薬学会, 1977-11-25
著者名:
掲載情報:
Chemical & pharmaceutical bulletin
ISSN:
0009-2363  CiNii Research  Webcat Plus  JAIRO
巻:
25
通号:
11
開始ページ:
3042
終了ページ:
3048
バージョン:
publisher
概要:
1-(3,4-Dimethyoxyphenyl)-2-(3-substituted piperidino) ethanols (3a-d), which carry the carbamoyl, methoxycarbonyl, acetyl, and 1,1-ethylenedioxyethyl group as the 3-substituent in the piperidine ring, have been prepared from 3-substituted pyridines (type 1) through 1-(3,4-dimethoxyphenacyl) pyridinium bromides (type 2). In the mercuric acetate-EDTA oxidation of 3a-d, these 3-substituents have been found to orient the lactam carbonyl formation to the 6-position almost exclusively. It is suggested that the 3-substituents exert both steric and electronic effects. 続きを見る
URL:
http://hdl.handle.net/2297/7599
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