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Enantioselective Three‐Component Photochemical 1,4‐Bisalkylation of 1,3‐Butadiene with Pd/Cu Catalysis.
- Source :
-
Angewandte Chemie International Edition . 10/4/2022, Vol. 61 Issue 40, p1-8. 8p. - Publication Year :
- 2022
-
Abstract
- Catalysis by excited‐state palladium has emerged as an active area of research, but controlling the enantioselectivity remains a challenge. Herein, we report the use of synergistic Pd/Cu catalysis to accomplish the first three‐component photochemical 1,4‐bisalkylation reactions of 1,3‐butadiene. Consequently, α‐amino acid esters bearing quaternary stereocenters were expeditiously synthesized from three simple starting materials: an alkyl bromide, butadiene, and an aldimine ester. Experimental and computational investigation of the reaction mechanism confirmed a radical pathway involving catalysis by an excited‐state palladium species. The stereochemistry is mainly controlled by the chiral Cu catalyst. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CATALYSIS
*ALKYL bromides
*STEREOCHEMISTRY
*PALLADIUM
*BUTADIENE
*PHOTOCHEMISTRY
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 61
- Issue :
- 40
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 159326244
- Full Text :
- https://doi.org/10.1002/anie.202208411