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Results tagged with enolate-chemistry
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user 55119
Enolates are anions derived from the deprotonation of carbonyl compounds. This tag must be used while dealing with the enolates or its derivatives including its resonance forms.
1
vote
Less substituted vs more substituted alkene
I'll address your concerns about alkene stability in general and enamines in particular. It is useful to examine the acyclic permutations of C6H12. The heat of formation of these isomers is a good mea …
- 17.5k
3
votes
Diastereoselectivity in enolate alkylation reactions
The pyrrolidine portion of the substrate amide is a chiral auxiliary, a single enantiomer with the (R,R)-configuration. Both of these centers are equivalent. The $\ce{-CH2OCH3}$ groups are designed to …
- 17.5k
6
votes
Accepted
Mechanism of acid-catalyzed Robinson annulation?
As I mentioned in my Comment the only serious issue was the formation of an allylic anion in acid medium. You seem to know how to form enols from ketones and how to form ketones from enols. I will ign …
- 17.5k
4
votes
Accepted
Selective formation of enolates
A few comments are in order as to the way in which the enolate formation is conducted. Lithium diisopropylamide (LDA) is formed in situ from the free amine and n-BuLi at -78oC at which temperature the …
- 17.5k