ISSN:
0009-2940
Keywords:
Rings, bridged, seven-membered
;
Ketones, α,α'-dibromo
;
Ultrasound reactions
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A variety of 9,10-dihydro-9,10-propanoanthracen-12-ones 1-11 has been prepared from anthracenes 15-23, α,α′-dibromo ketones 12-14 and zinc/copper couple by using dioxane as solvent and ultrasonication at 15-20°C. 2,2,4,4-Tetrabromoacetone (12) afforded cycloadducts, in which the two bromine atoms at C-11 and C-13 are introduced stereoselectively cis and adopt a syndiaxial instead of a cis-diequatorial position (5 examples). Even the cis-configurated methyl groups in adducts 8, 9 and cis-11 adopt syndiaxial positions preferentially.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921251228
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