Phosphorinane-4,4-diols

The C-nmr spectra of 1-methyl- and 1-ethyl-phosphor-anin-4-one and derivatives and also that of phosphorinane-4,4--diols in water at 30° have been recorded, along with the P-nmr spectra and equilibrium compositions for the hydration of some phosphorinan-4-ones. Also recorded the ir-and uv-spectra for 1-ethylphosphorinan-4-one and its 1-oxide and 1-sulphide (J.J. Breen, S.O. Lee, and L.D. Quin, J. org. Chem., 1975, 0, 2245). P-nmr spectral data of 1-phenyl-phosphorian-4-one (K. Ramarajan, M.D. Herd, and K.D. Berlin, Phosphorus Sulphur, 1981, 11, 199). 

A two step synthesis of 2-oxo-2-vinyl-l,3,2-dioxaphospholanes and dioxa-phosphorinane (392) involves transesterification of diethyl phosphite with selected diols followed by palladium catalysed coupling of the resultant cyclic phosphites (393) with vinyl bromide (Figure 67). ... 

Following these studies, others used chiral diols and amino alcohols to prepare optically active phosphorinanes for different applications. Some selected compounds are depicted in Figure 3.10. 

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