124244-44-6

Upstream product

• 17763-67-6 Phenyl triflate 
• 141077-52-3 3,4-dimethoxyphenyl trifluoromethanesulfonate 
• 135-19-3 β-naphthol 
• 1191-99-7 2,3-dihydro-2H-furan 
• 3857-83-8 2-naphthyl triflate 

Downstream Products

• 124244-44-6 (S)-2-(naphthalen-2-yl)-2,3-dihydrofuran 
• 131516-09-1 (R)-2,3-dihydro-2-(naphthalen-2-yl)furan 
• 141195-16-6 (2R,5R)-2-(3,4-Dimethoxy-phenyl)-5-naphthalen-2-yl-2,5-dihydro-furan 
• 124244-45-7 (2S,5S)-2-(3,4-Dimethoxy-phenyl)-5-naphthalen-2-yl-2,5-dihydro-furan 

Relevant academic research and scientific papers

Palladium nanoparticles: Chemoselective control for reductive Heck with aryl triflates and 2,3-dihydrofuran

The reductive-Heck reaction offers a unique entry to formal Csp2-Csp3 cross-coupling reactions that proceed in the absence of a main group organometallic coupling partner. Consequently, further development of new variants would be transformative. Unfortunately, controlling the relative rates of the organopalladium intermediates has proven difficult with homogenous, single-site Pd catalysts. This work describes a selective reductive Heck reaction catalyzed by Pd-nanoparticles. The reaction works well with electron-deficient aryl triflates at room temperature in the absence of ligands. This work addresses some of the challenges found in the reductive-Heck literature.

Kinetic resolution of 2-substituted-2,3-dihydrofurans by a palladium-catalyzed asymmetric Heck reaction

The kinetic resolution of 2-substituted-dihydrofurans via a palladium-catalyzed asymmetric Heck reaction was realized, providing optically active 2-substituted-dihydrofurans and trans-2,5-disubstituted-dihydrofurans in high yield and good enantioselectivities with an S factor up to 70.