Cyclodextrin Host as a Supramolecular Catalyst in Nonpolar Solvents: Stereoselective Synthesis of (E)-3-Alkylideneoxindoles

• Asahara, Haruyasu

• Kida, Toshiyuki

• Hinoue, Tomoaki

• Akashi, Mitsuru

抄録

Heptakis(6-O-triisopropylsilyl)-β-cyclodextrin (TIPS-β-CD) effectively formed inclusion complexes with oxindole and its derivatives as guests in nonpolar solvents. Their inclusion complex formation was remarkably affected by the position and size of substituents on the oxindole ring of the guest. The Knoevenagel condensation reaction of these oxindoles with cinnamaldehyde to give 3-alkylideneoxindoles was accelerated with enhanced E/Z selectivities in the presence of catalytic amounts of TIPS-β-CD.

収録刊行物

• Tetrahedron

  Tetrahedron 69 (45), 9428-9433, 2013

  Elsevier Ltd.

キーワード

• Organic Chemistry
• Drug Discovery
• Biochemistry

詳細情報

• CRID: 1050282676661151232
• NII論文ID: 120005729027
• DOI: 10.1016/j.tet.2013.08.078
• ISSN: 00404020
• Web Site: http://hdl.handle.net/10173/1376
• Web Site: https://api.elsevier.com/content/article/PII:S004040201301377X?httpAccept=text/xml
• Web Site: https://api.elsevier.com/content/article/PII:S004040201301377X?httpAccept=text/plain
• 本文言語コード: en
• 資料種別: journal article
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