Zirconocene-promoted synthesis of substituted tetrahydropyrans

Zirconocene-promoted synthesis of substituted tetrahydropyrans

Zirconocene reagents derived from zirconocene dichloride and two equivalents of butyllithium react with allylic, homoallylic diene ethers. Hydrolysis of the reaction products yields substituted tetrahydropyrans. The reaction is postulated to occur via cyclization of the diene to form a zirconacyclop...

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Veröffentlicht in:Transition metal chemistry (Weinheim) 2013-03, Vol.38 (2), p.129-131
Hauptverfasser: McKeown, Bradley A., Newton, Shanelle L., Knight, Kyle S.
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Organometallic Chemistry
Physical Chemistry
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Zusammenfassung:Zirconocene reagents derived from zirconocene dichloride and two equivalents of butyllithium react with allylic, homoallylic diene ethers. Hydrolysis of the reaction products yields substituted tetrahydropyrans. The reaction is postulated to occur via cyclization of the diene to form a zirconacyclopentane. This cyclization occurs without allylic rearrangement.
ISSN:0340-4285
1572-901X
DOI:10.1007/s11243-012-9669-1