Related Experiment Video
Updated: Sep 9, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Stereodivergent 3,4-Hydroalkoxylation of 1,3-Dienes Via Dual Photo and Copper Catalysis
Yuan Jin1,2, Yanpu Li1, Jiarui Tang2
1Flavors and Fragrance Engineering and Technology Research Center of Henan Province, College of Tobacco Science, Henan Agricultural University, Zhengzhou 450046, China.
Abstract:
We developed a photocatalytic copper-catalyzed stereodivergent 3,4-hydroalkoxylation of 1,3-dienes. By simply controlling reaction time, this protocol selectively affords either E- or Z-allylic ethers in moderate to excellent yields with high stereoselectivity (up to >20/1). The transformation demonstrates remarkable scalability, maintaining excellent stereocontrol even at gram-scale operations. Preliminary mechanistic studies reveal: (1) initial SET reduction generates key diene radical anion intermediates, (2) a synergistic photoredox/copper catalytic manifold directs E-selectivity, and (3) prolonged irradiation induces EnT-mediated photoisomerization to the Z-products.
More Related Videos
06:46Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
09:54Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Related Concept Videos
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Hydroboration-Oxidation of Alkenes
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation