752952-74-2

Upstream product

• 873-67-6 benzonitrile oxide 
• 136679-75-9 (1'R^*,5S^*)-5-(1'-diphenylphosphinoylethyl)-3-phenyl-4,5-dihydroisoxazole 
• 136679-94-2 (3S^*,4R^*)-1-amino-4-diphenylphosphinoyl-1-phenylpentan-3-ol 

Downstream Products

• 136869-34-6 (Z)-1-phenylpent-3-en-1-amine hydrochloride 

Relevant academic research and scientific papers

Stereocontrolled synthesis of homoallylic amines using phosphine oxides and isoxazolines

Allylic diphenylphosphine oxides (7) undergo stereo selective 1,3-dipolar cycloadditions with nitrile oxides to give Δ2-isoxazolines (8). These may be reduced, also stereoselectively, to δ-amino-β-hydroxyalkyldiphenylphosphine oxides (9). Stereospecific Wittig-Horner type elimination of Ph2PO2-from amino alcohols (9) gives homoallylic amines (10) with controlled double bond geometry.