A Synthetic Approach to Antiprogestational Steroids
Ayerman, Farah (1996). A Synthetic Approach to Antiprogestational Steroids. (Unpublished Doctoral thesis, City, University of London)
Abstract
The nature and uses of some steroidal hormones and anti-hormones are reviewed, with an emphasis on the anti-progestins which have anti-implantation activity. A new type of steroid structure has been designed which combines two types of structural elements, namely an A-nor skeleton and an 11-aryl substituent, which are separately known to display anti-implantation properties.
It is demonstrated that a thallium-mediated ring contraction of steroidal 4-en-3-ones carrying an 11-keto group provides entry to a functionalised A-nor steroid skeleton which can then be arylated using organolithium reagents. Manipulation of the functionalities led to the successful synthesis of ll-phenyl-A-nor-5ft-androst-2,17- dione, which should be a valuable intermediate for the generation of a set of 11-arylated A-nor steroids for biological evaluation.
Publication Type: | Thesis (Doctoral) |
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Subjects: | Q Science > QD Chemistry |
Departments: | Doctoral Theses School of Health & Psychological Sciences > School of Health & Psychological Sciences Doctoral Theses School of Health & Psychological Sciences |
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