We've been looking at total synthesis in class and the uses of the products. An example was Willstätter's use of pseudopelletierine to synthesise cyclooctatetraene.

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I've just been wondering how the mechanism would proceed and if someone could show me the entire reaction scheme then that would be great.

I think the first step to the mechanism involves a sodium radical attacking the ketone. I'm just a bit intrigued how it would all work.


closed as unclear what you're asking by jerepierre, Todd Minehardt, Geoff Hutchison, bon, Jan Nov 24 '15 at 12:28

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  • 3
    $\begingroup$ Are you looking for the mechanism of the step involving sodium? or of the entire sequence? $\endgroup$ – NotEvans. Nov 23 '15 at 22:29
  • $\begingroup$ The entire sequence would be really helofull, thanks :) $\endgroup$ – MDorby Nov 25 '15 at 18:43
  • $\begingroup$ I also think there will be intermediate radical in first reaction. BTW it's old and rather primitive synthesis $\endgroup$ – Mithoron Nov 25 '15 at 23:32
  • $\begingroup$ organic-chemistry.org/namedreactions/… $\endgroup$ – orthocresol Nov 27 '15 at 19:37