Calix[4]quinone. Part 2: Intramolecular Michael-addition of calix[4]diquinone

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Title:	Calix[4]quinone. Part 2: Intramolecular Michael-addition of calix[4]diquinone
Authors:	Yang KM Lee MD Chen RF Chen YL Lin LG
Contributors:	化學系
Keywords:	calix[4]quinones chlorine dioxide oxidation Michael-addition
Date:	2001
Issue Date:	2009-12-11 11:20:46 (UTC+8)
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. (C) 2001 Elsevier Science Ltd. All rights reserved.
Relation:	TETRAHEDRON Volume: 57 Issue: 38 Pages: 8101-8105
Appears in Collections:	[Department of Chemistry & Graduate Institute of Applied Chemistry ] journal articles

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