Reversible nature of the opening of the tetrahydrofuran ring of diphenyl(2-tetrahydrofurylmethyl)phosphine oxide by the diphenylphosphinite anion
- 20 Downloads
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
Unable to display preview. Download preview PDF.
- 1.A. V. Kharitonov, A. É. Antoshin, and E. N. Tsvetkov, Zh. Obshch. Khim.,57, 2395 (1987).Google Scholar
- 2.Organic Syntheses [Russian translation], Coll. Vol. 3, Izd. Inos. Lit., Moscow (1952), p. 374.Google Scholar
- 3.N. A. Bondarenko and E. N. Tsvetkov, USSR Inventor's Certificate No. 1,351,936; Byull. Izobert., No. 42 Mr, (1987).Google Scholar