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DOI: 10.1055/s-0030-1258401
Stereoselective Synthesis of Spiro Tricyclic Polyoxygenated Compounds: Solvolytic Behavior of 1-(Tosyloxymethyl)spiro[2.4]hepta-4,6-diene
Publikationsverlauf
Publikationsdatum:
12. Januar 2011 (online)
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Abstract
The Diels-Alder reaction of spirobicyclic cyclopentadiene derivatives, prepared by reaction of cyclopentadienyllithium and epichlorohydrin, with maleic anhydride gave a simple access to spiro tricyclic polyoxygenated compounds of synthetic interest. The solvolytic behavior of 1-(tosyloxymethyl)spiro[2.4]hepta-4,6-diene, a 5-spirocyclopentadiene, shows that the ionization of the tosylate was unlikely.
Key words
tricyclic compounds - Diels-Alder reaction - spiro compounds - stereoselective synthesis
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