Title of article
Calix[4]quinone. Part 2: Intramolecular Michael-addition of calix[4]diquinone
Author/Authors
Ker-Ming Yang، نويسنده , , Ming-Dar Lee، نويسنده , , Rong-Fua Chen، نويسنده , , Yilin Chen، نويسنده , , Lee-Gin Lin، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
5
From page
8101
To page
8105
Abstract
The oxidation of calix[4]arene dibenzoate 1 with chlorine dioxide yielded the corresponding calix[4]diquinone 2 and an intramolecular Michael-addition product 3. Reaction of diquinone 2 with ethylene glycol under acidic conditions produced the half-protected ketal derivative 4. The removal of benzoate moieties from compound 4 in basic conditions produced a phenoxide anion, which underwent intramolecular Michael-addition and yielded product 5. In acidic ketal cleavage conditions, the ketal moieties of product 5 were removed, but the intramolecular Michael-addition structure was maintained in the product 6.
Keywords
Michael-addition , chlorine dioxide oxidation
Journal title
Tetrahedron
Serial Year
2001
Journal title
Tetrahedron
Record number
1082421
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