Universal access to megastigmanes through controlled cyclisation towards highly substituted cyclohexenes.

Autor:	González-Delgado JA; CIQSO - Centre for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, 21071 Huelva, Spain. jesus.fernandez@diq.uhu.es., Romero MA; CIQSO - Centre for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, 21071 Huelva, Spain. jesus.fernandez@diq.uhu.es., Pischel U; CIQSO - Centre for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, 21071 Huelva, Spain. jesus.fernandez@diq.uhu.es., Arteaga JF; CIQSO - Centre for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, 21071 Huelva, Spain. jesus.fernandez@diq.uhu.es.
Jazyk:	angličtina
Zdroj:	Organic & biomolecular chemistry [Org Biomol Chem] 2017 Jan 04; Vol. 15 (2), pp. 408-415.
DOI:	10.1039/c6ob02587k
Abstrakt:	We report the selective formation of cyclohexenes with a tetrasubstituted double bond, the structural key element of megastigmanes. For this purpose the ZrCl 4 -mediated epoxide ring opening of epoxy-geranylacetone was employed. This approach provides a universal entry to the preparation of the members of the megastigmane family, which was exemplified in the asymmetric synthesis of tectoionol B.
Databáze:	MEDLINE
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