139255-96-2

Upstream product

• 873-67-6 benzonitrile oxide 
• 139255-93-9 acrylic 2,2-dimethyl-5(R)-phenyl-1,3-oxazolidinide 
• 139255-94-0 (4R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine 
• 698-16-8 benzohydroximoyl chloride 
• 56613-80-0 D-2-phenylglycinol 
• 4872-58-6 3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid 

Downstream Products

• 119897-89-1 (R)-3-phenyl-Δ²-isoxazoline-5-methanol 
• 139255-99-5 N-<(1R)-2-hydroxy-1-phenylethyl>-(5R)-3-phenyl-2-isoxazoline-5-carboxamide 

Relevant academic research and scientific papers

Highly lk-Selective Asymmetric Nitrile Oxide Cycloadditions to a C2-Symmetric 1,3-Diacryloyl-2,2-dimethylimidazolidine and 4-Chiral 3-Acryloyl-2,2-dialkyloxazolidines

1,3-Dipolar cycloadditions of benzonitrile oxide to the acrylamides derived from a C2-symmetric 2,2-dimethylimidazolidine and 4-chiral 2,2-dialkyloxazolidines show high lk-diasteroselectivities.Easy separation of the major lk-isomers from the minor ul-diastereomers is followed by reductive removal of the chiral auxiliaries to produce optically pure 2-isoxazoline-5-methanols.Absolute diastereoselectivities were recorded in the nitrile oxide cycloadditions of 3-acryloyl-2,2-dialkyl-4-(diphenylmethyl)oxazolidines at 0 deg C.

2,2-dimethyl-4-phenyloxazolidine and 2,2-dimethyl-4,5-diphenylimidazolidine as new chiral auxiliaries. Applications to asymmetric nitrile oxide cycloadditions

Asymmetric dipolar cycloadditions of a nitrile oxide to the acrylamide derivatives of two new chiral auxiliaries, (R)-2,2-dimethyl-4-phenyloxazolidines and (S,S)-2,2-dimethyl-4,5-diphenylimidazolidine, show satisfactorily high diastereoselectivities (up to 91%).