Reversible nature of the opening of the tetrahydrofuran ring of diphenyl(2-tetrahydrofurylmethyl)phosphine oxide by the diphenylphosphinite anion
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The reaction of diphenyl(2-tetrahydrofurylmethyl)phosphine oxide with diphenylphosphonous acid in DMSO in the presence of KOH proceeds with opening of the tetrahydrofuran ring and leads to 4,5- bis(diphenylphosphinyl)pentanol. This product is converted to the starting oxide upon the reaction with diphenylvinylphosphine oxide. 4,5-Bis(diphenylphosphinyl)pentanol is converted to the corresponding tosylate. The action of alcoholates on this tosylate gives 1-ethoxy-4, 5-bis(diphenylphosphinyl)pentane and 1-butoxy-1,5-bis(diphenylphosphinyl)pentane.
KeywordsOxide DMSO Pentane Phosphine Tetrahydrofuran
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