Some properties of cyclic phosphoramidites and their phosphites: Phosphitylation, ester exchange, and hydrolysis
Phosphorylation of diols using sterically bulky cyclic phosphoramidites was performed in a good selectivity. Their phosphite derivatives underwent tetrazole-catalyzed hydrolysis and transesterification. The reaction was shown to proceed via a phosphorane intermediate by NMR analysis.
Watanabe, Yutaka,Maehara, Shin-Ich
p. 799 - 810
(2007/10/03)
1H-Tetrazole Catalysed Reactions of Trialkyl Phosphites: Observation of a Five-membered Cyclic Hydrophosphorane Intermediate during the Transesterification
1H-Tetrazole-catalysed transesterification of a trialkyl phosphite with an alcohol and a (31)P NMR experiment in the case of 4,4,5,5-tetramethyl-2-(3-phenylpropoxy)-1,3,2-dioxaphospholane showed the existence of the corresponding cyclic five-coordinate hydrophosphorane as an intermediate.