Photobromination of a bicyclic mimic of alpha-L-fucose; Components for a combinatorial library of rigid fucose analogues

Journal article

Photobromination of a rigid bicyclic α-L-fucose analogue, affords a single crystalline monobromide, the structure of which is confirmed by X-ray cvystallography. Displacement of this bromide with azide proceeds with inversion to a single crystalline azide, which on reduction leads to an amine and thence to a range of novel substituted rigid α-L-fucose derivatives. Hydrolysis of the bromide leads to two isomenc alcohols via an acetate migration. Both the bromide and amine may prove to be usefu...

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Authors: Smelt, K; Bleriot, Y; Biggadike, K; Lynn, S; Lane, A

• Publication status: Published
• Journal: TETRAHEDRON LETTERS
• Volume: 40
• Issue: 16
• Pages: 3255-3258
• Publication date: 1999-04-16
• DOI: 10.1016/S0040-4039(99)00377-9
• ISSN: 0040-4039
• Language: English