Lewis acid catalyzed (2.SIGMA.+2.SIGMA.) cycloreversion reaction of strained cage ketones to triquinane skeletons: Kinetic evidence for a large acceleration of the reaction owing to stereoelectronic reqeirement.

• 岡本 康

• 瀬ノ口 和彦

• 兼松 顕

抄録

Cookson's pentacyclic cage diketones substituted with an electron-donating group (1b-e) underwent a remarkably fast [2σ+2σ] cycloreversion reaction under various Lewis acid catalyzed conditions. The high reactivity of these cage ketones is discussed in terms of push-pull type interactions on the basis of large substituent effects and kinetic measurements.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 32 (11), 4593-4599, 1984

  公益社団法人 日本薬学会

キーワード

• stereoelectronic effect

詳細情報

• CRID: 1390282679142266752
• NII論文ID: 130003769513
• DOI: 10.1248/cpb.32.4593
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/32/11/32_11_4593/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可