Related Experiment Video
Updated: Jan 20, 2026

Pretargeted Radioimmunotherapy Based on the Inverse Electron Demand Diels-Alder Reaction
Published on: January 29, 2019
Asymmetric Inverse-Electron-Demand Diels-Alder Reaction of β,γ-Unsaturated Amides through Dienolate Catalysis
Jialiang Qin1, Yili Zhang1, Cuiting Liu2
1Research Center of Chinese Herbal Resource Science and Engineering, Key Laboratory of Chinese Medicinal Resource from Lingnan, Ministry of Education , Guangzhou University of Chinese Medicine , Guangzhou 510006 , China.
Abstract:
Reported herein is an inverse-electron-demand oxa-Diels-Alder reaction that is remotely β,γ-regioselective with β,γ-unsaturated amides and β,γ-unsaturated-α-ketoesters using a bifunctional catalyst. It can provide different kinds of dihydropyrans bearing three subsequent chiral carbon centers in good to high yield (61-99%) and with complete enantioselectivity (99 to >99% ee). Furthermore, a larger-scale experiment confirmed the reliability of the current reaction, and further effective transformation of the product has been realized.
More Related Videos
Related Concept Videos
09:44Pretargeted Radioimmunotherapy Based on the Inverse Electron Demand Diels-Alder Reaction
10:47Harnessing the Bioorthogonal Inverse Electron Demand Diels-Alder Cycloaddition for Pretargeted PET Imaging
Diels–Alder vs Retro-Diels–Alder Reaction: Thermodynamic Factors
07:02The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...
Diels–Alder Reaction: Characteristics of Dienophiles
Characteristics of Dienophiles
Generally, the best dienophiles are alkenes containing electron-withdrawing substituents such as carbonyl, nitrile, and nitro groups. The feasibility of a Diels–Alder reaction depends...

