A facile and convenient synthesis of disarmed glycosyl fluorides using in situ-generated iodine monofluoride (see Ref. 1)

A facile and convenient synthesis of disarmed glycosyl fluorides using in situ-generated iodine monofluoride is reported. The method is tolerant to most of the popularly used protecting groups and gives exclusively the α-anomeric product in very good yields.

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Bibliographic Details
Published in:Tetrahedron letters 2012-10, Vol.53 (42), p.5631-5634
Main Authors: Mugunthan, G., Kartha, K. P. Ravindranathan
Format: Article
Language:English
Subjects:
Applications of interhalogens
Fluorides
Glycosyl fluorides
Iodine
Iodine monofluoride
Silver fluoride–iodine
Synthesis (chemistry)
Tetrahedrons
Thioglycosides
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Description
Summary:A facile and convenient synthesis of disarmed glycosyl fluorides using in situ-generated iodine monofluoride is reported. The method is tolerant to most of the popularly used protecting groups and gives exclusively the α-anomeric product in very good yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.08.024