Asymmetric Synthesis of Phosphine Oxides with the Arbuzov Reaction

Article abstract of DOI:10.1246/cl.1987.1915

The Arbuzov reaction of (5S,6S)-dimethoxy-2-phenyl-1,3,2-dioxaphosphacycloheptane with various alkyl halides produced acyclic phosphinates in a moderate to high diastereomer excess.The same reaction of (1S,7S)-9,9-dimethyl-4-phenyl-3,5,8,10,4-tetraoxaphosphabicyclo<5.3.0>decane with the alkyl halides needed the more vigorous reaction conditions and gave phosphinates in a low diastereomer excess.These phosphinates were converted into optically active phosphine oxides.