Attempted Skeletal Rearrangements in the Lanostane Series

Autor: Levy, E. C., Lavie, D.
Zdroj: Israel Journal of Chemistry; 1970, Vol. 8 Issue: 4 p677-684, 8p
Abstrakt: The conversion of a lanostane skeleton into a cucurbitane (C‐9β‐Me) has been explored. Several derivatives with an oxirane ring in the appropriate location to induce a methyl migration (while having an adjacent oxygen function as required in the cucurbitacins) have been treated with SnCl4. The reaction took however, a different course and the products have been analysed and identified. During treatment with SnCl4of the epoxy‐lanostane derivative having a diosphenol system in ring A, an acid stable organo‐tin complex was observed to be formed. Base hydrolysis of this complex produced compounds similar to those obtained in the previous examples.
Databáze: Supplemental Index