Oxidative β -fragmentation of 19-nor-5α-androstane-3β, 5, 17β-triol 3, 17-diacetate
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Add time:07/27/2019 Source:sciencedirect.com
The preparation of 19-nor-5α-androstane 3β,5, 17β-triol 3,17 diacetate (10) is described. When this alcohol was treated with the mercuric oxide-iodine reagent it underwent fragmentation of the C(5)–C(10) bond with formation of a new type of 10-membered ring containing 5,10-seco-steroidal compounds, i.e. (Z)-and (E)-19-nor- 3β, 17β diacetoxy-5,10-seco-androst-1(10)-en-5-one (11 and 12), in 27 and 49% yield, respectively.
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