Cyclic Phosphorylation Reaction of Diols with Tri(1-imidazolyl)phosphine

DOI: 10.1246/bcsj.56.3483

Source and publish data:

Bulletin of the Chemical Society of Japan p. 3483 - 3485 (1983)

Update date:2022-08-12

Topics:

Authors:

Shimidzu, Takeo

Yamana, Kazushige

Kanda, Naoya

Kitagawa, Susumu

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Article abstract of DOI:10.1246/bcsj.56.3483

Tri(1-imidazolyl)phosphine (1) gave the cyclic phosphite quantitatively in the reactions with the diols possessing favorably placed hydroxyl groups in which the distance between the two oxygen atoms is 2.7-3.0 Angstroem.The both five- and six-membered cyclic phosphites were obtained quantitatively from the reactions of the diols possessing flexible chains with 1.The course of the selective formation of ribonucleoside 2',3'-cyclic 1-imidazolylphosphonite was interpretated by the higher reactivity of 1 toward the 2'- or 3'-hydroxyl group than toward the 5'-hydroxyl group of ribonucleoside.

Full text of DOI:10.1246/bcsj.56.3483

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