Timeline for α,β-unsaturated carbonyl compounds and alkyl addition
Current License: CC BY-SA 4.0
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| Aug 4, 2018 at 21:00 | history | bounty ended | CommunityBot | ||
| Jul 30, 2018 at 6:40 | comment | added | Outlander | @YangxinZhang It is called chemdraw. | |
| Jul 30, 2018 at 5:56 | comment | added | ZYX | Hi, may I ask, which software you used to plot these nice organic chemistry structures? Thanks! | |
| Jul 29, 2018 at 20:41 | history | edited | Outlander | CC BY-SA 4.0 |
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| Jul 29, 2018 at 20:17 | history | edited | Outlander | CC BY-SA 4.0 |
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| Jul 29, 2018 at 17:56 | history | edited | Outlander | CC BY-SA 4.0 |
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| Jul 29, 2018 at 15:30 | history | edited | Outlander | CC BY-SA 4.0 |
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| Jul 28, 2018 at 23:32 | comment | added | user55119 | @AMM: The buffered hydrolysis conditions are for dienamines, not enamines. See, chemistry.stackexchange.com/questions/99987/… | |
| Jul 28, 2018 at 21:29 | comment | added | Outlander | @user55119 I have posted the new question here: chemistry.stackexchange.com/questions/99987/…, an organic chemist would be helpful here i suppose so let us know! | |
| Jul 28, 2018 at 19:09 | comment | added | user55119 | @ Αντώνιος Κελεσίδης: Could you be more explicit as to what you mean by the "CH3- side in your response to AMM. Perhaps I can help. | |
| Jul 28, 2018 at 12:53 | comment | added | Αντώνιος Κελεσίδης | People might redirect it back to this original question but I don't see why not try it. Go ahead and I'll keep an eye συνονάματε. | |
| S Jul 28, 2018 at 11:35 | history | suggested | lly | CC BY-SA 4.0 |
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| Jul 28, 2018 at 11:23 | review | Suggested edits | |||
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| Jul 28, 2018 at 10:19 | comment | added | Outlander | @ΑντώνιοςΚελεσίδης I was thinking something like: why the reaction you suggest is not observed and why the putative product is not commonly found in the literature. Maybe the computational people will jump in (kai ego Antonis parepiptontos). | |
| Jul 28, 2018 at 10:00 | comment | added | Αντώνιος Κελεσίδης | I see. You mean to post a different question regarding the existence of a "diene/amine" structure? If you'd like to, sure. :) | |
| Jul 28, 2018 at 9:22 | comment | added | Outlander | @ΑντώνιοςΚελεσίδης I was thinking the same thing . The only reports of such compounds i found were: Chem. Commun. (London), 1967,0, 862-863 , and Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1977), (23), 2571-80; really old articles which i am not sure i trust (for the search i kept the 2,3 and 5,6 unsaturated ring with NA2 on the 1 carbon with A stands for Any atom). Regardless, it is not common and if it does exist it looks like not accessible via the route above. This makes a good question by itself if u like to post, or shall i? | |
| Jul 28, 2018 at 8:30 | comment | added | Αντώνιος Κελεσίδης | @AMM Thank you for your response. However, is there no way the last step of the enamine formation mechanism, the deprotonation, occurs at the CH3- side or would such a structure be impossible to exist? | |
| Jul 28, 2018 at 6:41 | comment | added | Outlander | @user55119 Well spotted, i have edited it accordingly but did not include all the details so it wont get unnecessary complicated for what the question is asking. Added your reference however so people can take a closer look if needed. Ta! | |
| Jul 28, 2018 at 6:38 | history | edited | Outlander | CC BY-SA 4.0 |
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| Jul 28, 2018 at 0:35 | comment | added | user55119 | The pyrrolidine enamine of cyclohexanone reaction with methyl vinyl ketone does not stop at the Michael addition product but undergoes an aldol condensation (overall Robinson annulation) to form the pyrrolidine enamine of the enone. This species hydrolyzes with buffered aqueous acetic acid and not with water or aqueous mineral acid. [G. Stork, et al.; pubs.acs.org/doi/pdf/10.1021/ja00885a021] | |
| Jul 27, 2018 at 20:58 | history | answered | Outlander | CC BY-SA 4.0 |