Resumen
The distributions of the trans-and the cis-podocarpatrienes (5c-g) and (6c-g) in the cyclialkylation reaction of the easily accessible cyclohexanols (4c-g) under a mild condition have been investigated. The cyclohexanol precursors having unactivated aromatic ring proceeds with high stereoselectivity leading to the respective trans-products, while the substrates with an electron donating methoxy or a methyl substituent with respect to the site of electrophilic attack result in the corresponding cis-and the trans-product mixtures. Consistent mechanisms for these stereochemical results have been advanced. Based on these results simple syntheses of the modified diterpenes (±)-nimbidiol (7) and (±)-nimbiolmethylether (18) have been realized.
Idioma original | Inglés |
---|---|
Páginas (desde-hasta) | 6947-6955 |
Número de páginas | 9 |
Publicación | Tetrahedron |
Volumen | 44 |
N.º | 22 |
DOI | |
Estado | Publicada - 1988 |
Publicado de forma externa | Sí |