Intramolecular ene reactions catalyzed by NbCl5, TaCl5 and InCl3

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Dettagli Bibliografici
Autore principale: Andrade, Carlos Kleber Z.
Data di pubblicazione: 2004
Altri autori: Vercillo, Otilie E., Rodrigues, Juliana P., Silveira, Denise P.
Natura: Article
Lingua: eng
Fonte: Repositório Institucional da UnB
Download full: http://repositorio.unb.br/handle/10482/26245
https://dx.doi.org/10.1590/S0103-50532004000600005
Riassunto: Niobium pentachloride, tantalum pentachloride and indium trichloride efficiently catalysed the cyclization of (R)-citronellal to a mixture of isopulegol and neoisopulegol in good yields. A comparative study was carried out which demonstrated that NbCl5 is the most active Lewis acid whereas InCl3 is the most selective one. The selectivity of the reactions varied according to the Lewis acid used and to the solvent. The ene reaction of a 1,7-diene was also investigated. In this case, all Lewis acids tested showed excellent selectivity.