52190-28-0 2-Bromo-3′,4′-(methylenedioxy)propiophenone
Described the first asymmetric Kumada reaction of alkyl electrophiles, specifically the cross-coupling of racemic α-bromoketones with aryl Grignard reagents. Several features of this survey are of interest.
First, the coupling takes place at very low temperatures (-40 or -60 °C), which enables asymmetric synthesis of easily racemic α-aryl ketones.
Second, dialkyl ketones undergo enantioselective coupling with good ee and yield.
Third, ready-made bis(oxazolines) were demonstrated for the first time to be efficient ligands for cross-coupling of alkyl electrophiles, opening the door to new opportunities in asymmetric catalysis.
Chemical & Physical Properties
Density | 1.585 g/cm3 |
---|---|
Boiling Point | 345.673ºC at 760 mmHg |
Molecular Formula | C10H9BrO3 |
Molecular Weight | 257.08100 |
Flash Point | 162.857ºC |
Exact Mass | 255.97400 |
PSA | 35.53000 |
LogP | 2.38140 |
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