General Characteristics -The asymmetric epoxidation of allylic alcohols using catalytic Ti(OiPr)4, diethyl tartrate (DET), and t-butyl hydroperoxide (TBHP) is known as the Sharpless-Katsuki reaction. ...
Posts by Category: Reactions
Friedel-Crafts Alkylation
General Characteristics -Lewis acid-catalyzed electrophilic alkylation of aromatic rings (SEAr reaction) is called the Friedel-Crafts alkylation. -The shortcoming of this reaction is the byproduct ...
Friedel-Crafts Acylation
General Characteristics -The acylation of aromatic rings using acyl halides or acid anhydrides mediated by Lewis acids is called the Friedel-Crafts acylation. Arenes substituted with electron ...
Vilsmeier-Haack Reaction
General Characteristics The Vilsmeier-Haack reaction is a common method to introduce a formyl group into electron rich aromatic compounds. It is also applicable to electron rich alkenes. The ...
Williamson Ether Synthesis
General Characteristics -The synthesis of unsymmetrical ethers by SN2 displacement of alkyl halides by alkoxides is called the Williamson ether synthesis. The reaction works best when the R group is ...
Curtius Rearrangement
General Characteristics -Upon heating, acyl azides undergo rearrangement to give isocyanates with the loss of N2. In the presence of water, the isocyanates are immediately hydrolyzed to give amines ...
Acyl Protective Groups
General Characteristics -Acyl groups are generally stable under acidic and oxidative conditions and deprotected under reductive (DIBAL, LAH, etc.) and basic (NaOH, K2CO3/MeOH etc.) conditions. ...
Mannich Reaction
General Characteristics -The Mannich reaction is a classic example of three-component condensation reactions. -Under acidic conditions, an amine and an aldehyde condense to form an iminium ion, which ...
Cross Aldol Reaction
General Characteristics -In cross aldol reactions, the donor carbonyl compound is deprotonated completely by a strong base like LDA to preform its metal enolate, which prevents self-condensation upon ...
Buchwald-Hartwig Cross Coupling Reaction
General Characteristics -The palladium-catalyzed cross coupling between aryl halides/triflates and amines/alkoxides is known as the Buchwald-Hartwig reaction. The use of bidentate ligands (e.g. dppf, ...