136679-80-6Relevant academic research and scientific papers
The Synthesis of E Enol Ethers of Protected 4-Amino Aldehydes
Armstrong, Susan K.,Collington, Eric W.,Warren, Stuart
, p. 515 - 520 (2007/10/02)
The title compounds, a novel class of protected homoallylic amines, have been synthesised by a short and efficient route.Acrolein acetals were converted by a modified Michaelis-Arbuzov reaction into α-alkoxyallyl(diphenyl)phosphine oxides. 1,3-Dipolar cycloaddition to the alkene part of these molecules gave 5-diphenylphosphinoyl-4,5-dihydroisoxazoles, which were reductively cleaved to obtain δ-amino-β-hydroxy-α-alkoxyalkyl(diphenyl)phosphine oxides.After selective protection as the N-acyl derivatives, stereospecific Wittig-Horner diphenylphosphinic acid elimination gave the title compounds.
