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7956173 
Journal Article 
STARBURST SPIROANNULATION AND X-RAY CRYSTAL-STRUCTURE OF 6-CYCLOPROPYLIDENE-5-OXASPIRO[2.3]HEXAN-4-ONE 
Wulferding, A; Wartchow, R; Hoffmann, HMR 
1992 
Synlett
ISSN: 0936-5214
EISSN: 1437-2096 
1992 
476-479 
English 
The title lactone 1 has been prepared from 1-bromo-cyclopropanecarbonyl chloride on a gram scale by an organo-metallic route combined with ultrasonication. Its X-ray crystal structure reveals a planar cyclopropylidenemethoxy fragment with a very short exocyclic carbon-carbon double bond [1.287(4)Å]. The reaction with enamines furnishes functionalized tetracyclic cyclohexane-1,3-diones. Even medium and large rings combine to give isolable Mannich bases. 1992 Georg Thieme Verlag. All rights reserved.