Studies towards the synthesis of cheilanthane sesterterpenoids: superacidic cyclisation of methyl 13Z, 17Z- and 13Z, 17E-bicyclogeranylfarnesoates (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Studies towards the synthesis of cheilanthane sesterterpenoids: superacidic cyclisation of methyl 13Z, 17Z- and 13Z, 17E-bicyclogeranylfarnesoates (Articolo in rivista) (literal)

Anno

• 2002-01-01T00:00:00+01:00 (literal)

Alternative label

• Ungur N., Kulcitki V., Gavagnin M., Castelluccio F., Vlad P. F., Cimino G. (2002)
  Studies towards the synthesis of cheilanthane sesterterpenoids: superacidic cyclisation of methyl 13Z, 17Z- and 13Z, 17E-bicyclogeranylfarnesoates
  in Tetrahedron (Oxf., Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Ungur N., Kulcitki V., Gavagnin M., Castelluccio F., Vlad P. F., Cimino G. (literal)

Pagina inizio

• 10159 (literal)

Pagina fine

• 10165 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 58 (literal)

Rivista

• Tetrahedron (Rivista)

Note

• ISI Web of Science (WOS) (literal)

Titolo

• Studies towards the synthesis of cheilanthane sesterterpenoids: superacidic cyclisation of methyl 13Z, 17Z- and 13Z, 17E-bicyclogeranylfarnesoates (literal)

Abstract

• Superacidic low temperature cyclisation of bicyclogeranylfarnesoic acid methyl esters (1 and 2) exhibiting the 13Z-configuration afforded cheilanthane and rearranged cheilanthane terpenoids as main products, along with scalarane compounds. In particular, 14-epi-cheilanthanic ester (6) was obtained together with 18-epi-scalaranic ester (5) by cyclisation of 13Z,17Z- bicyclogeranylfarnesoic acid methyl ester (1), whereas the rearranged 22(8-14)-abeo-cheilanthanic ester (8) was formed along with scalaranic ester (7) by cyclisation of 13Z,17E-bicyclogeranylfarnesoic acid methyl ester (2). The structure and stereochemistry of the new compounds 6 and 8 were established on the basis of their spectral data. (literal)

Prodotto di

• Institute of biomolecular chemistry (ICB) (Istituto)

Incoming links:

Prodotto

• Institute of biomolecular chemistry (ICB) (Istituto)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Tetrahedron (Rivista)