Record Details
Steroid dialkylcarbene reactions
ScholarsArchive at Oregon State University
| Field | Value |
|---|---|
| Title | Steroid dialkylcarbene reactions |
| Names |
Dixon, Dale David
(creator) Bond, F. T. (advisor) |
| Date Issued | 1968-05-14 (iso8601) |
| Note | Graduation date: 1968 |
| Abstract | Steroid carbenes have been investigated as synthetic intermediates. Basic decomposition of 4-en-3-one tosylhydrazones (and other A-ring systems) gives varying amounts of 2, 4-dienes, and solvent derived products with diglyme, heptane, tetrachloroethylene, carbon tetrachloride, benzene and cyclohexene. A method for separating complex product mixtures was developed and a study of the effect of reaction conditions carried out. Butyl lithium decomposition gives a high yield of the homoannular diene. Sterically hindered carbenes give only intramolecular products. Saturated steroid carbenes have been shown to give widely varying γ/β insertion ratios. Decomposition of cholestan-3-one tosylhydrazone in tetrachloroethylene results in the formation of a solvent derieved pyrazoline. The possible role of pyrazolines in other carbene reactions is discussed, A facile route to interesting fused ring pyrazoles has been developed in the l6-en-20-one tosylhydrazone system. With a 16-methyl system the pyrazolenine was isolated and investigated. The 'possible biological properties of these compounds are discussed. |
| Genre | Thesis/Dissertation |
| Topic | Steroids |
| Identifier | http://hdl.handle.net/1957/46586 |
