252880-57-2

Upstream product

• 221196-92-5 (4S,5R)-(-)-2-chloromethyl-4-methyl-5-phenyl-2-oxazoline 
• 492-41-1 (1R,2S)-norephedrine 
• 205178-46-7 (4S,5R)-(-)-2,4-dimethyl-5-phenyl-2-oxazoline 
• 119-61-9 benzophenone 
• 252880-55-0 (2S,4'S,5'R)-(-)-2-chloro-1,1-diphenyl-2-(4-methyl-5-phenyl-2-oxazolin-2-yl)ethan-1-ol 

Relevant academic research and scientific papers

On the coupling reaction of lithium azaenolates of chiral oxazolines with carbonyl compounds

Optically pure chloromethyloxazolines have been prepared, lithiated and then reacted with benzophenone to furnish stereoselectively oxazolinyl oxiranes and formyl oxiranes. The stereoselection observed has been related to the geometry of the intermediate lithium azaenolates. Calculations have been carried out in order to evaluate the relative stability of the E and Z forms of the lithium azaenolates. The reaction of a lithium azaenolate with other ketones leading to oxazolinyl epoxides is also reported.

Boron azaenolates of chiral oxazolines: Synthesis of optically active formyl oxiranes

Boron azaenolates 2 and 8 from the optically active chloromethyloxazolines 1 and 7 have been found to couple with ketones in a highly diastereoselective fashion, which depends markedly upon the geometry (Z) of the azaenolates and the nature of the ligands which are present on the boron atom, in good accordance with semiempirical calculations (AM1).