Complete enantiospecificity in the highly regioselective and stereoselective photo- and thermal rearrangements of some homoconjugated ketones |
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Authors: | Rossana Viskin Jakob Oren Benzion Fuchs |
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Institution: | Department of Chemistry, Tel-Aviv University, Ramat-Aviv, 69 978 Tel-Aviv, Israel |
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Abstract: | The oxa-di-π-methane (ODPM) photorearrangement of 2-(carbomethoxy)spiro 5.5]undeca-1,3-diene-7-one (d) to d and the latter's thermal rearrangement to d were shown to be not only fully regio-and stereoselective but also to occur with complete enantiospecificity. An additional example, the 2-hydroxymethyl derivative (f) was also studied and the two systems were chemically correlated. |
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