We talked about the Michael reaction in which the nucleophile is a doubly stabilized enolate performing a conjugate (1, 4) addition: Â Â Remember, at the same time, that regular enolates are not efficient Michael donors since they are stronger … Read more
Just like the aldol reaction, intramolecular Claisen reactions occur when five- or six-membered rings can be formed. These are called the Dieckmann condensation where one ester, of the same molecule, serves as an electrophile and the other is deprotonated and … Read more
In the previous post, we talked about the Michael reaction, which is a conjugate-addition reaction of doubly stabilized enolates such as malonic ester, acetoacetic ester, and the like with É‘, β-unsaturated carbonyl compounds:   One important variation of the … Read more
Michael reactions are conjugate-addition reactions of doubly stabilized enolates such as malonic ester, acetoacetic ester, and the like with É‘, β-unsaturated carbonyl compounds:   So, the Michael reaction is a particular type of conjugate addition reaction that É‘, β-unsaturated … Read more
In the previous post, we talked about the acetoacetic ester synthesis, which is used for preparing ketones having one or two alkyl groups on the É‘ position: Â Â Another way to look at this reaction is to say that … Read more
The acetoacetic ester synthesis is a useful synthetic tool for preparing ketones having one or two alkyl groups on the É‘ position: Â Â At first, this may look confusing since there is a whole ester group being lost in … Read more
If a compound has two carbonyl groups (dicarbonyl compound), it undergoes an intramolecular aldol reaction if a five- or six-membered ring can be formed: Â Â What happens is one of the carbonyls is deprotonated at the É‘ position, thus … Read more
All the aldol reactions we discussed so far were between identical partners, meaning the same carbonyl compound served as an electrophile and a nucleophile in the form of an enolate: Â Â An aldol reaction between two different carbonyl compounds … Read more
We have seen, in the halogenation of aldehydes and ketones, that enolates are quite good nucleophiles: Â This reaction shows that the É‘ position of a carbonyl compound is a potential nucleophilic site. So, keep this in mind and remember … Read more
In the previous post, we talked about the Claisen condensation reaction and went over the mechanism as well as some details regarding the importance of at least two α hydrogens. Check those if you need to, before working on the … Read more
