Samarium(II) iodide mediated intramolecular homelytic substitution at selenium: Preparation of 5-seleno-D-pentopyranose sugars from common pentose starting materials

DOI: 10.1016/S0040-4039(99)00990-9

Source and publish data:

Tetrahedron Letters p. 5095 - 5098 (1999)

Update date:2022-08-02

Topics: Intramolecular Starting Materials Preparation Homolytic substitution Samarium(II) iodide Selenium Pentose

Authors:

Schiesser, Carl H.

Zheng, Shi-Long

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Article abstract of DOI:10.1016/S0040-4039(99)00990-9

Treatment of 2,3,4-tri-O-benzyl-5-benzylseleno-5-deoxyribose (9) with samarium(II) iodide in THF affords 2,3,4-tri-O-benzyl-5-deoxy-5-seleno-D- ribopyranose (10) in 50% isolated yield in a process most likely involving intramolecular homolytic substitutio

Full text of DOI:10.1016/S0040-4039(99)00990-9

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