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https://open.uns.ac.rs/handle/123456789/12257| Title: | Synthesis and unusual beckmann fragmentation reaction of syn-3-Methoxy-6α,17β-Dihydroxyestra-1,3,5(10)-trien-7-one oxime | Authors: | Pejanović, Vjera Petrović, Julijana Čanadi, Janoš Stanković, Slobodanka Miljković, Dušan |
Issue Date: | 1-Jan-1995 | Journal: | Tetrahedron | Abstract: | Sodium borohydride reduction of anti-3-methoxy-17β-hydroxyestra-1,3,5(10)-trien-6,7-dione 7-oxime (4a) afforded syn-3-methoxy-6α,17β-dihydroxyestra-1,3,5(10)-trien-7-one oxime (5), which in thionyl chloride at -18 °C undenvent Beckmann fragmentation reaction to the unexpected 3-methoxy-6-oxo-17β-hydroxy-6.7-secoestra-1.3.5(10)-trien-7-nitrile (6). A mechanism of this fragmentation process was proposed. © 1995 Elsevier Science Ltd. | URI: | https://open.uns.ac.rs/handle/123456789/12257 | ISSN: | 00404020 | DOI: | 10.1016/0040-4020(95)00871-5 |
| Appears in Collections: | PMF Publikacije/Publications |
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