Timeline for Rearrangements of α-aminoketones in Clemmensen reduction
Current License: CC BY-SA 3.0
6 events
| when toggle format | what | by | license | comment | |
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| S Nov 22, 2017 at 18:30 | history | suggested | user55119 | CC BY-SA 3.0 |
Wrong co-author in ref. 3
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| Nov 22, 2017 at 17:51 | review | Suggested edits | |||
| S Nov 22, 2017 at 18:30 | |||||
| Sep 22, 2017 at 11:23 | comment | added | orthocresol | @user28968, for your first question I'd suggest you ask a new question. Regarding the 6 vs 5 membered ring, you're making an implicit assumption that the reaction is thermodynamically controlled at some stage. I'm not sure if that is necessarily the case here. It is difficult to analyse it in any meaningful way, though, since the mechanism is not confirmed to begin with. | |
| Sep 22, 2017 at 9:51 | comment | added | stoic-santiago | Thanks! It's clear now. Just another thing, I also remember reading that 5,5-dimethylcyclohexane 1,3-dione on treatment with Zn-Hg in presence of HCl (Clemmensen reduction) gives 2,4,4-trimethylcyclopentanone. This is clearly an example of ring contraction. How does it occur? I'd like to know a mechanism for this conversion too. Also, as six membered rings are more stable than five membered rings, I'd predict that the reaction is not feasible, but it is. How? | |
| Sep 22, 2017 at 9:47 | vote | accept | stoic-santiago | ||
| Sep 22, 2017 at 9:44 | history | answered | orthocresol | CC BY-SA 3.0 |