Asymmetric synthesis of phosphine oxides with the Arbuzov reaction

T Kato, K Kobayashi, S Masuda, M Segi, T Nakajima…

Index: Kato, Takayuki; Kobayashi, Kimiko; Masuda, Shinji; Segi, Masahito; Nakajima, Tadashi; Suga, Sohei Chemistry Letters, 1987 , p. 1915 - 1918

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Citation Number: 3

Abstract

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 ...