2007年3月
Dehydrative cyclization catalyzed by the combination of molybdenum(VI) oxides and benzoic acids: First synthesis of the antitumour substance BE-70016
ADVANCED SYNTHESIS & CATALYSIS
- ,
- ,
- ,
- 巻
- 349
- 号
- 4-5
- 開始ページ
- 551
- 終了ページ
- 555
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1002/adsc.200600550
- 出版者・発行元
- WILEY-V C H VERLAG GMBH
The dehydrative cyclization of N-(o-hydroxybenzoyl)threonine derivative la is efficiently promoted by the combined use of molybdenum(VI) oxides and benzoic acids bearing electron-withdrawing substituents. In the presence of ammonium molybdate [(NH4)(2)MoO4, 10 mol %] and pentafluorobenzoic acid (C6F5CO2H; 10 mol %), dehydrative cyclization of la was conducted in toluene under azeotropic reflux conditions to give 2-(o-hydroxyphenyl)oxazoline 2a in 76 % yield. Furthermore, the first total synthesis of the antitumour substance BE-70016 was achieved using the catalytic dehydrative cyclization of la as a key reaction.
- リンク情報
- ID情報
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- DOI : 10.1002/adsc.200600550
- ISSN : 1615-4150
- eISSN : 1615-4169
- Web of Science ID : WOS:000245379400013