A Convenient Synthesis of Condensed Cyclopentane System. Annelation by Intramolecular 1,3-Dipolar Addition of Nitrones
作者:Satoru Takahashi、Takenori Kusumi、Yoko Sato、Yoshinobu Inouye、Hiroshi Kakisawa
DOI:10.1246/bcsj.54.1777
日期:1981.6
Intramolecular 1,3-dipolar addition reactions of nitrones were investigated. Four alkenyl nitrones were studied: 2-allyl-, 2-(3-butenyl)-, 2-(4-pentenyl)-, and 2-(9-decenyl)-N-methylcyclohexanimine N-oxides. Among these, 2-(3-butenyl)-N-methylcyclohexanimine N-oxide was found to cyclize most smoothly, giving a perhydroindene derivative as a single regio- and stereoisomer. A perhydroazulene derivative
研究了硝酮的分子内 1,3-偶极加成反应。研究了四种烯基硝酮:2-烯丙基-、2-(3-丁烯基)-、2-(4-戊烯基)-和2-(9-癸烯基)-N-甲基环己胺N-氧化物。其中,发现 2-(3-丁烯基)-N-甲基环己胺 N-氧化物环化最顺利,得到作为单一区域和立体异构体的全氢茚衍生物。通过2-(3-丁烯基)-N-甲基环庚亚胺N-氧化物的环化获得全氢芴衍生物。