136679-75-9Relevant academic research and scientific papers
A New Method for Stereoselective Homoallylic Amine Synthesis
Armstrong, Susan K.,Collington, Eric W.,Knight, Julian G.,Naylor, Alan,Warren, Stuart
, p. 1433 - 1448 (2007/10/02)
Nitrile oxide cycloadditions to readily available allylic diphenylphosphine oxides 2 proceeded regioselectively and stereoselectively to give 5-(1'-diphenylphosphinoylalkyl)isoxazolines 4 and 5.These heterocycles were reduced to δ-amino-β-hydroxyalkyldiphenylphosphine oxides 6 and 7 using a combination of sodium borohydride and nickel(II) chloride.Stereospecific elimination of diphenylphosphinic acid from the reduction products using sodium hydride in N,N-dimethylformamide gave homoallylic primary amines 8 and 9 of defined stereochemistry.
