Topics containing organic chemistry and chemical reactions
Abstraction of alpha-proton yields a carbanion which is stabilized by enol formation through resonance on either side of malonic ester
Malonic Ester Synthesis – Alkylation of Enolates
Basic conditions force ester hydrolysis and yield carboxylates.
Acetoacetic Ester Synthesis – Alkylation of Enolates
Using the non-selective nature of acetoacetic ester synthesis and malonic ester synthesis to produce cyclic compounds
Using the non-selective nature of acetoacetic ester synthesis and malonic ester synthesis to produce cyclic compounds
In the presence of a base alpha-hydrogens to carbonyl functional group can be abstracted very easily to yield a carbanion
Chemistry of Enolates and Enols – Acidity of Alpha-Hydrogens
Sulfonated Bathophenanthroline, TBTA and Amineriazole
Catalytic Azide-Alkyne Cycloaddition: Reactivity and Application
C-alkylation vs O-alkylation - A continuous challenge in the chemistry of enolates.
Chemistry of Enolates – C vs O Alkylation
Figure 2 - Energy profile diagram of thermodynamic product vs kinetic product
Thermodynamic Product vs Kinetic Product – with example of enolate formation of 2-methylcyclohexanone
C-alkylation of phenolate
Phenolates- O-alkylation and C-alkylation
Figure 1 - Reaction of carbonyl containing compound with amine yields imine and enamine
Imines and Enamines – Nitrogen Analogs of Enols and Enolates
Reaction at the less reactive 6-position of 2-methyl cyclohexanone is forced due to formation of enamine
Producing and Using Imines and Enamines
Michal Addition with a michael acceptor and a michael donor - examples of reactants
Michael Addition
Base catalyzed dehydration of aldol or ketol leading to alpha,beta-unsaturated carbonyl compound.
Aldol Condensation – Base Catalyzed
Aldol condensation - leading to aldol or ketol which can undergo dehydration to produce the alpha,beta-unsaturated aldehyde or ketone
Aldol Condensation – Acid Catalyzed
Formation of a cyclic transition state during enolate formation which controls formation of E-enol or Z-enol
Directed Aldol Synthesis: Part 1 – Formation of E-Enolate and Z-Enolate
How the E-enolate selectively produce anti-product in order to obtain directed aldol synthesis.
Directed Aldol Synthesis: Part 2 – Syn and Anti control using Zimmerman Traxler principle
Synthesis of Boron Enolates for Aldol Condensation
Boron Enolates for Aldol Synthesis and Other Reactions
pKa scale for acidity and basicity
