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Chemistry

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  • $\begingroup$ What are the typical reaction conditions? $\endgroup$
    – Zhe
    Commented Dec 11, 2016 at 20:03
  • $\begingroup$ Tebbe reagent and some pyridine to help form the Schrock carbene. Usually use more than 1 eq anyway (i.e. not being super careful to control stoichiometry) but in the JOC paper cited they use a 1:1 ratio and still get some overaddition $\endgroup$
    – NotEvans.
    Commented Dec 11, 2016 at 20:08
  • $\begingroup$ I was thinking more along the lines of temperature. Also, I think you already noted this, but you might get an intermediate mixture under thermodynamic control before the quench with water. $\endgroup$
    – Zhe
    Commented Dec 11, 2016 at 21:25
  • $\begingroup$ @Zhe Perhaps. It seems like one obtains a mixture anyway (similar to Grignard + ester kind of problem?). In any case, the mechanism of the second step is still puzzling me, esp the breakdown using D2O $\endgroup$
    – NotEvans.
    Commented Dec 12, 2016 at 20:13
  • $\begingroup$ Isn't it just acid base chemistry at the end? $\endgroup$
    – Zhe
    Commented Dec 13, 2016 at 1:35