Produção Nacional
Revisado por pares
An Alternative Synthetic Access to cis-4a-Methyloctahydrophenanthrene, a Biomarker of Sergipe-Alagoas Basin Petroleum in Brazil
2002; Brazilian Chemical Society; Volume: 13; Issue: 5 Linguagem: Inglês
10.1590/s0103-50532002000500020
ISSN1678-4790
AutoresDenise C. Rodrigues, Armin de Meijere, Anita J. Marsaioli,
Tópico(s)Molecular spectroscopy and chirality
Resumocis-4a-Methyloctahydrophenanthrene (1) was prepared in 8 steps (23% overall yield) from 2-bromophenyl)acetic acid (3) and cyclohexane-1,3-dione (6). A highly cis-diastereoselective Michael-type Heck coupling served as the key step in the assembly of the tricyclic skeleton. This compound 1 was used as gas chromatography standard which allowed the unequivocal identification of a minor biomarker present in Carmopolis oil from the Sergipe-Alagoas Basin in Brazil.
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