Corey-Bakshi-Shibata Reduction

Corey-Bakshi-Shibata Reduction

by | May 18, 2025 | Named Reactions

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...
Cope Rearrangement

Cope Rearrangement

by | May 17, 2025 | Named Reactions

The Cope rearrangement is the thermal isomerization of a 1,5-diene. It is a pericyclic reaction that belongs to the group of [3,3]-sigmatropic rearrangements. The oxy-Cope variant involves a hydroxyl substituent on an sp3-hybridized carbon of the substrate. The Cope...
Cope Elimination

Cope Elimination

by | May 11, 2025 | Named Reactions

The Cope elimination reaction involves the stereoselective syn elimination of tertiary amine oxides, which are typically prepared by the oxidation of tertiary amines with a peroxide. The Cope elimination promotes the intramolecular elimination of an alkyl N-oxide to...
Claisen Rearrangement

Claisen Rearrangement

by | May 10, 2025 | Named Reactions

The Claisen rearrangement is a pericyclic reaction involving a concerted mechanism with a cyclic transition state. Specifically, it belongs to the group of sigmatropic reactions, where one σ-bond is exchanged for another. In the Claisen rearrangement, a...
Chugaev Elimination

Chugaev Elimination

by | Apr 20, 2025 | Named Reactions

The Chugaev elimination involves the formation of olefins by pyrolysis of the corresponding xanthates derived from β-hydrogen-containing alcohols via syn elimination. The Chugaev elimination reaction is analogous to the thermal decomposition of carboxylic esters of...