Formal [4+2] Cycloaddition of di-tert-Butyl 2-Ethoxycyclobutane-1,1-dicarboxylate with Ketones or Aldehydes and Tandem Lactonization

• Okado Ryohei

  School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Nowaki Aya

  School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Matsuo Jun-ichi

  School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Ishibashi Hiroyuki

  School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

抄録

A catalytic amount of tin(IV) chloride catalyzed formal [4+2] cycloaddition reaction of di-tert-butyl 2-ethoxycyclobutane-1,1-carboxylate with ketones or aldehydes to give diethyl 6-ethoxydihydro-2H-pyran-3,3(4H)-dicarboxylates, whereas two equivalents of trimethylsilyl triflate promoted tandem [4+2] cycloaddition and lactonization to afford 3-oxo-2,6-dioxabicyclo[2.2.2]octane-4-carboxylate esters.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 60 (1), 21-22, 2012

  公益社団法人 日本薬学会

キーワード

• donor-acceptor cyclobutane
• [4+2] cycloaddition
• tandem lactonization

詳細情報

• CRID: 1390282679153834240
• NII論文ID: 130001852343
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.60.21
• ISSN: 13475223
• ISSN: 00092363
• HANDLE: 2297/30314
• Web Site: https://kanazawa-u.repo.nii.ac.jp/records/14995
• Web Site: http://www.jstage.jst.go.jp/article/cpb/60/1/60_1_21/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN
• 抄録ライセンスフラグ: 使用不可