Palladium‐Catalyzed Enantioselective Reductive Heck Reactions: Convenient Access to 3,3‐Disubstituted 2,3‐Dihydrobenzofuran |
| |
| Authors: | Zhan‐Ming Zhang Bing Xu Yanyan Qian Lizuo Wu Yuanqi Wu Lujia Zhou Prof. Dr. Yu Liu Prof. Dr. Junliang Zhang |
| |
| Affiliation: | 1. Shanghai Key Laboratory of Green Chemistry and Chemical, Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China;2. College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, China;3. Department of Chemistry, Fudan University, Shanghai, China |
| |
| Abstract: | The first example of highly enantioselective intramolecular hydroarylation of allyl aryl ethers was realized by palladium‐catalyzed reductive heck reactions utilizing a new chiral sulfinamide phosphine ligand (N‐Me‐ XuPhos ). N‐Me‐ XuPhos can be easily prepared on gram scale from readily available starting materials in a one‐pot synthesis approach. A series of optically active 2,3‐dihydrobenzofurans bearing a quaternary stereocenter were obtained in good yields and with excellent enantioselectivities. The practicality of this reaction was validated in the straightforward synthesis of CB2 receptor agonists. Moreover, deuterium was efficiently incorporated into the products. |
| |
| Keywords: | asymmetric catalysis heterocycles hydroarylation ligand design palladium |
|
|
