1262985-43-2

Upstream product

• 55186-75-9 4-trifluoromethyl-α-methylstyrene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 
• 73183-34-3 bis(pinacol)diborane 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Enantioselective Copper-Catalyzed Methylboration of Alkenes

An enantioselective Cu-catalyzed borylative cross-coupling reaction of alkenes, bis(pinacolato)diboron (B2(pin)2), and methyl iodide is reported. Alkenes including styrenes, β-substituted styrenes, and challenging aliphatic olefins were smoothly transferred to the desired methylboration products with excellent diastereoselectivities (dr up to >99:1) and enantioselectivities (er up to 99:1). The utility of this process was demonstrated by the synthesis of naproxen and formal synthesis of two natural products.

NNN ligand, metal complexes thereof, preparation methods and application

The invention discloses an NNN ligand, metal complexes thereof, preparation methods and application, and particularly provides an NNN ligand 1, a metal complex 2 of the NNN ligand, a metal complex 3 of the NNN ligand and preparation methods of the NNN ligand 1 and the metal complexes, as well as application of the metal complex 3 of the NNN ligand to catalysis on hydroboration reaction of bis-substituted olefin, especially application of the metal complex 3 to catalysis on asymmetric hydroboration reaction of 1, 1-bis-substituted olefin. The metal complex 3 of the NNN ligand has good catalytic activity in the hydroboration reaction of the bis-substituted olefin, especially asymmetric hydroboration reaction of the 1, 1-bis-substituted olefin, has excellent regioselectivity and enantioselectivity, and is high in yield and mild in reaction conditions; besides, the preparation methods of the NNN ligand and the metal complexes thereof are simple, environment-friendly, mild in reaction conditions, relatively high in yield, and simple in post-processing, and the raw materials are low in cost and easy to obtain, so that the preparation methods are suitable for industrial production. (The formulas of the NNN ligand 1, metal complex 2 and metal complex 3 are shown in the description).

Cobalt-catalyzed enantioselective hydroboration of 1,1-disubstituted aryl alkenes

We report the synthesis of cobalt complexes of novel iminopyridine-oxazoline (IPO) ligands and their application to the asymmetric hydroboration of 1,1-disubstituted aryl alkenes. The new catalysts afforded α-alkyl-β-pinacolatoboranes with exclusive regioselectivity in high yields with up to 99.5% ee. Furthermore, we have applied this method to an efficient synthesis of naproxen.

NHC-Cu-catalyzed enantioselective hydroboration of acyclic and exocyclic 1,1-disubstituted aryl alkenes

Tough nut to crack: Chiral bidentate N-heterocyclic carbene copper complexes were designed that promote enantioselective hydroborations of one of the most difficult substrate classes: acyclic and exocyclic 1,1-disubstituted alkenes undergo reaction with >98% site selectivity, in up to >98% yield and e.r=96.5:3.5 (see scheme, B2(pin)2 = bis(pinacolato)diboron). Copyright

Highly regio- and enantioselective catalytic asymmetric hydroboration of α-substituted styrenyl derivatives

The catalytic asymmetric hydroboration of a variety of 1,1-disubstituted olefins has been achieved with excellent yields, perfect regioselectivity and in some cases, high levels of enantioselectivity using readily accessible iridium catalyst.