Related Experiment Video
Updated: Jan 20, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Intramolecular Umpolung Synthesis of Exocyclic β-Amino Alcohols through Decarboxylative Amination
Jianfeng Chen1,2,3, Jiaxin Tian2, Feng Liu2
1National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, 16 South Yihuan Road, Chengdu 610041, China.
Abstract:
An intramolecular aminative Umpolung cyclization strategy has been developed by using α,α-diphenylglycine (2) as the amination and Umpolung reagent. Aldehydes (1) bearing an additional carbonyl group underwent condensation with α,α-diphenylglycine to form an imine, decarboxylation to generate a delocalized 2-azaallylanion, and subsequent intramolecular Umpolung cyclization to produce a variety of exocyclic β-amino alcohols (6) in 60-93% yields with up to >20:1 trans/cis selectivity under mild conditions.
Related Concept Videos
09:14Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Amino acids
Loss of Carboxy Group as CO2: Decarboxylation of β-Ketoacids
Intermolecular vs Intramolecular Forces
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
09:58Light-driven Enzymatic Decarboxylation