Kulinkovich Reaction

Kulinkovich Reaction

The Kulinkovich reaction allows the preparation of cyclopropanol derivatives by the reaction of Grignard reagents with carboxylic esters in the presence of titanium(IV) isopropoxide. Reaction mechanism of Kulinkovich reaction Suggested reaction mechanism: Dialkylation...
Wolff-Kishner Reduction

Wolff-Kishner Reduction

The Wolff-Kishner reduction allows the deoxygenation of aldehydes and ketones to hydrocarbons via the corresponding hydrazones under basic conditions and heat. The reaction is commonly employed to remove a carbonyl group after it has served its synthetic purpose in...
Swern Oxidation

Swern Oxidation

The Swern oxidation allows the preparation of aldehydes and ketones from primary and secondary alcohols. DMSO reacts vigorously with oxalyl chloride when no solvent is present; it can lead to an explosion. The most common solvent for this transformation is DCM. The...
Reimer-Tiemann Reaction

Reimer-Tiemann Reaction

The Reimer-Tiemann reaction facilitates the formylation of phenols using chloroform and a strong base, typically an aqueous hydroxide solution. The reaction proceeds via electrophilic aromatic substitution with the formed dichlorocarbene. While the regioselectivity is...
Corey-Bakshi-Shibata Reduction

Corey-Bakshi-Shibata Reduction

The Corey-Bakshi-Shibata (CBS) reduction allows the enantioselective reduction of ketones using oxazaborolidine catalysts; it is also known as the Corey-Itsuno reduction. When the oxazaborolidine has a rigid bicyclic structure, high enantiomeric excess can be...