Steroid-dihalocarbene reactions Public Deposited

http://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/02870z21g

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  • Dihalocarbenes have been generated by thermal decomposition of sodium trichloroacetate and tribromomethylphenylmercury, and give mono dihalocyclopropyl adducts with steroid dienes. Such compounds offer an easy starting point for the synthesis of unusual derivatives of potential biological interest. Under the same conditions, however, addition to non-conjugated double bonds does not take place. This lack of reactivity can be ascribed to several factors, none of which is totally satisfactory. Deoxidation of allylic alcohols has also been observed under carbene conditions, and a similar new reaction of allylic acetates was discovered.
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  • File scanned at 300 ppi using Capture Perfect 3.0 on a Canon DR-9050C in PDF format. CVista PdfCompressor 5.0 was used for pdf compression and textual OCR.
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