Timeline for Treatment of ketones with excess Tebbe reagent
Current License: CC BY-SA 3.0
15 events
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| Jul 5 at 16:03 | history | bumped | CommunityBot | This question has answers that may be good or bad; the system has marked it active so that they can be reviewed. | |
| Mar 7 at 16:02 | history | bumped | CommunityBot | This question has answers that may be good or bad; the system has marked it active so that they can be reviewed. | |
| Feb 6 at 15:18 | answer | added | fungos | timeline score: 0 | |
| Dec 23, 2016 at 13:25 | comment | added | Zhe | Ugh... I should post comments so late at night. I just meant the organometallic species. So, that C-M is fully analogous to say $\ce{RMgBr}$. If you add water to the Grignard, it will protonate the "carbanion equivalent" species. | |
| Dec 23, 2016 at 10:51 | comment | added | NotEvans. | Metal hydride? I'm talking about the collapse of the matallacyclobutane. There is no hydride on it to my knowledge. | |
| Dec 22, 2016 at 21:32 | comment | added | NotEvans. | @Zhe, would you be able to elaborate on how the 'acid-base' chemistry might work. | |
| Dec 13, 2016 at 1:35 | comment | added | Zhe | Isn't it just acid base chemistry at the end? | |
| Dec 12, 2016 at 20:13 | comment | added | NotEvans. | @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 | |
| Dec 11, 2016 at 21:25 | comment | added | Zhe | 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. | |
| Dec 11, 2016 at 20:08 | comment | added | NotEvans. | 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 | |
| Dec 11, 2016 at 20:03 | comment | added | Zhe | What are the typical reaction conditions? | |
| Dec 11, 2016 at 16:09 | history | tweeted | twitter.com/StackChemistry/status/807980592033886209 | ||
| Dec 11, 2016 at 15:49 | history | edited | NotEvans. | CC BY-SA 3.0 |
Added literature reference
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| Dec 11, 2016 at 15:13 | history | edited | NotEvans. | CC BY-SA 3.0 |
Spelling .
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| Dec 11, 2016 at 13:18 | history | asked | NotEvans. | CC BY-SA 3.0 |