Intramolecular [2 + 2]photocycloadditions of 1-(.omega.-alkenyl)-2-pyridones possessing an ester group on the olefinic carbon chain

Intramolecular [2 + 2]photocycloadditions of 1-(.omega.-alkenyl)-2-pyridones possessing an ester group on the olefinic carbon chain
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烯属碳链上具有酯基的 1-(ω-烯基)-2-吡啶酮的分子内 [2 2]光环加成

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发表时间:
1992
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通讯作者:
Tetsuro Shimo
Tetsuro Shimo
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作者:
K. Somekawa;H. Okuhira;M. Sendayama;Takaaki Suishu;Tetsuro Shimo

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研究了3种1-(ω-烯基)-2-吡啶酮1-8的光化学反应。1-(ω-烯基)-2-吡啶酮与1,3-双(ω-烯基)-2-吡啶酮2-6的光敏环加成反应,在2-吡啶酮的5,6-键上形成分子内[2+2]环加成物,得到三环内酰胺14-18:加成反应具有位置、区域和立体专一性。加成物的产率随侧链长度的增加而降低
Photochemical reactions of three kinds of 1-(ω-alkenyl)-2-pyridones 1-8 were investigated. Photosensitized cycloadditions of 1-(ω-alkenyl)-2-pyridones and 1,3-bis(ω-alkenyl)-2-pyridone 2-6 afforded intramolecular [2+2]cycloadducts across the 5,6-bonds of the 2-pyridones to give the tricyclic lactams 14-18: the additions were site-, regio-, and stereospecific. The yields of the adducts diminshed in proportion to increased side-chain length