T. Lehmann, O. Kuhn, Jochen Krüger
Aug 26, 2003
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Influential Citations
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Journal
Organic Process Research & Development
Abstract
A two step synthesis of spiro[3.5]nonane-6,8-dione is reported which allows the production of the target molecule on a pilot plant scale. The first step of the process comprises the epoxidation of spiro[3.5]non-7-en-6-one mediated by sodium perborate. Here, the use of sodium perborate proved beneficial over the standard protocols employing hydrogen peroxide since a much safer process was accomplished. The resulting crude epoxide was subsequently submitted to a palladium-catalyzed rearrangement to afford spiro[3.5]nonane-6,8-dione in 26% overall yield.