2001年7月
Stereoselective synthesis of 2-alkenylaziridines and 2-alkenylazetidines by palladium-catalyzed intramolecular amination of alpha- and beta-amino allenes
JOURNAL OF ORGANIC CHEMISTRY
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- 巻
- 66
- 号
- 14
- 開始ページ
- 4904
- 終了ページ
- 4914
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/jo015683v
- 出版者・発行元
- AMER CHEMICAL SOC
Whereas palladium-catalyzed reaction of N-arylsulfonyl-alpha -amino allenes with an aryl iodide (4 equiv) in the presence of potassium carbonate (4 equiv) in DMF at around 70 degreesC affords the corresponding 3-pyrroline derivatives, the reaction in refluxing 1,4-dioxane under otherwise identical conditions yields exclusively or most predominantly the corresponding 2-alkenylaziridines bearing an aryl group on the double bond. Similarly, N-arylsulfonyl-beta -amino allenes can be also cyclized into the corresponding alkenylazetidines bearing a 2,4-cis-configuration under palladium-catalyzed cyclization conditions in DMF.
- リンク情報
- ID情報
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- DOI : 10.1021/jo015683v
- ISSN : 0022-3263
- J-Global ID : 200902182621157917
- Web of Science ID : WOS:000169785500027